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Here is a chemical reaction formula: Reactants are:m1_m2_m3:C(C)OC(C(C(=O)OCC)=O)=O;m1_m2_m3:CC(=C)C(=C)C, Reagents are:m1_m2_m3:C(C)#N, and Products are 0:CC=1CC(OCC1C)(C(=O)OCC)C(=O)OCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part A. The method of Bonjouklian and Ruden, J. Org. Chem., v. 42, p. 4095 (1977), was used here. Thus, a solution of diethylketomalonate (10.0 mL, 65.6 mmol) and 2,3-dimethyl-1,3-butadiene (16.3 mmol, 144 mmol) in acetonitrile (22 mL) was heated in a sealed tube at 140° C. for 6 hours. The contents of the tube was cooled, extracted with methylene chloride washing, evaporated and separated by flash chromatography (1:9 ethyl acetate-hexane) to afford diethyl 3,6-dihydro-4,5-dimethyl-2H-pyran-2,2-dicarboxylate as an oil (13.6 g, 53.1 mmol, 81%). 1H NMR (CDCl3): δ 4.26 (4H, q, J=7.0 Hz); 4.15 (2H, br s); 2.57 (2H, br s); 1.69 (3H, s); 1.51 (3H, s); 1.28 (6H, t, J=7.0 Hz). Mass spectrum (NH3 -CI/DDIP): m/z 275 (14%); 274 (100%); 257 (23%); 183 (1%). |
Here is a chemical reaction formula: Reactants are:m1_m3:CC=1CC(OCC1C)(C(=O)OCC)C(=O)OCC;m2:[OH-].[K+], Reagents are:m1_m3:O1CCCC1, and Products are 0:CC=1CC(OCC1C)(C(=O)O)C(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part B. A solution of the ester compound prepared in Part A above (9.63 g, 37.6 mmol) in tetrahydrofuran (150 mL) was treated with an aqueous solution of potassium hydroxide (150 mL, 10N, 1.5 mol), and stirred vigorously at ambient temperature for 48 hours. The solid salt was collected by filtration, and neutralized by dissolving into 1N aqueous hydrochloric acid (200 mL). This was extracted with ethyl acetate (2×200 mL), and the extracts were combined, dried over anhydrous sodium sulfate, filtered and evaporated to afford the product, 3,6-dihydro-4,5-dimethyl-2H-pyran-2,2-dicarboxylic acid, as a waxy solid (7.46 g, 37.3 mmol, 99%). 1H NMR (CDCl3): δ 4.16 (2H, br s); 2.57 (2H, br s); 1.68 (3H, br s); 1.51 (3H, br s). Mass spectrum (NH3 -CI/DDIP): no M+H+ observed. |
Here is a chemical reaction formula: Reactants are:m3_m6:ClCC(=O)Cl;m1_m2_m5:C(C)(C)C1=C(N)C(=CC=C1)C(C)C;m1_m2_m5:C(C)N(CC)CC;m4:O, Reagents are:m3_m6:O1CCCC1;m1_m2_m5:O1CCCC1, and Products are 0:C(C)(C)C1=C(C(=CC=C1)C(C)C)NC(CCl)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part A. A solution of 2,6-diisopropylaniline (10.0 mL, 53.0 mmol) and triethylamine (10.0 mL, 71.7 mmol) in tetrahydrofuran (100 mL) was cooled to 0° C., and treated dropwise with a solution of chloroacetyl chloride (5.00 mL, 62.8 mmol) in tetrahydrofuran (20 mL). After being stirred for 10 hours, the solution was poured into water (200 mL) and extracted with methylene chloride (2×200 mL). The extracts were combined, dried over anhydrous magnesium sulfate, filtered and evaporated to afford the product, N-(2,6-diisopropylphenyl)-2-chloroacetamide, as a solid. The solid was purified by trituration in boiling ether, filtration and drying; mp 157°-158° C. (10.7 g, 42.0 mmol, 79%). 1HNMR (CDCl3): δ 7.81 (1H, br s); 7.32 (1H, t, J=8.1 Hz); 7.19 (2H, d, J=8 Hz); 4.26 (2H, s); 3.02 (2H, heptet, J=6.6 Hz); 1.21 (12H, d, J=6.6 Hz). Mass spectrum (NH3 -CI/DDIP): m/z 271 (100%); 256 (11%); 255 (6%); 254 (30%); 219 (1%). |
Here is a chemical reaction formula: Reactants are:m3:Cl;m1:ClC(C(=O)OCC)SC1=CC=CC=C1;m2_m5_m4:CCCCCCC=CCC(CCCCCCC)O, Reagents are:m2_m5_m4:C1=CC=CC=C1;m2_m5_m4:O.O.C(C)(=O)[O-].[Zn+2].C(C)(=O)[O-], and Products are 0:C(CCCCCC)C(CC=CCCCCCC)OC(C(=O)OCC)SC1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part B. The method of Speckamp et al., Tetrahedron Letters, v. 32, p. 1491 (1991), is employed here. Thus, a solution of ethyl 2-chloro-2-(phenylthio)acetate [prepared according to the method of Bohme et al., Liebigs Annalen der Chemie, p. 51 (1977)], 7-heptadecen-10-ol, andcatalytic zinc acetate dihydrate in benzene is heated to reflux under a Dean-Stark trap until the formation of hydrogen chloride is complete. Workup according to the listed reference affords ethyl 2-(1-heptyl-3-decen-1-oxy)-2-(phenylthio)acetate. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m5:SCC(=O)C1=CC=CC=C1;m1_m2_m3_m5:ClCC#N;m1_m2_m3_m5:C([O-])([O-])=O.[K+].[K+];m4:O, Reagents are:m1_m2_m3_m5:O1CCCC1, and Products are 0:C(C(=O)C1=CC=CC=C1)SCC#N, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part A. A mixture of 2-mercaptoacetophenone (6.96 g, 45.7 mmol), chloroacetonitrile (3.00 mL, 47.4 mmol), and potassium carbonate (7.21 g, 52.2 mmol) in tetrahydrofuran (100 mL) was stirred at ambient temperature for 12 hours. The mixture was poured into water (400 mL), and this was extracted with ethyl acetate (400 mL), then methylene chloride (400 mL). The extracts were combined, dried over anhydrous magnesium sulfate, filtered and evaporated. The residual oil was separated by flash chromatography (1:4 ethyl acetate-hexane) to afford the product, phenacylthio-acetonitrile, as a pale pink oil (7.51 g, 39.3 mmol, 86%). 1H NMR (CDCl3): δ 7.96 (2H, dd, J=8.0, 1.1 Hz); 7.65-7.56(1H, m); 7.50 (2H, t, J=7.7 Hz); 4.13 (2H, s); 3.45 (2H, s). Mass spectrum (NH3 -CI/DDIP): m/z 210 (21%); 209 (100%); 192 (2%); 170 (1%); 139 (1%). |
Here is a chemical reaction formula: Reactants are:m1_m3:NCC1SCC(=C(C1)CCCCC)CCCCC;m2:C(C)(C)C1=C(C(=CC=C1)C(C)C)N=C=O, Reagents are:m1_m3:[Cl-], and Products are 0:C(C)(C)C1=C(C(=CC=C1)C(C)C)NC(=O)NCC1SCC(=C(C1)CCCCC)CCCCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part D. The amine product from Part C above (ca. 1.8 mmol) was dissolved inmethylene chloride (10 mL), and cooled to 0° C. The solution was treated with 2,6-diisopropylphenyl-isocyanate (0.50 mL, 2.10 mmol) by syringe. The mixture was allowed to stir for 12 hours, then evaporated, and the residue was separated by flash chromatography (7:93 ethyl acetate-hexane) to afford the title product as a solid, mp 65°-67° C. (490 mg, 1.04 mmol, 58%). 1H NMR (CDCl3): δ 7.40-7.07 (3H, m); 6.06 (1H, br s); 5.30 (1H, br s);3.61-3.46 (2H, m); 3.29 (2H, heptet, J=6.6 Hz); 3.19-2.87 (3H, m); 2.39-2.29 (1H, m); 2.08-1.96 (5H, m); 1.40-1.15 (24H, m); 0.88 (6H, t, J=6Hz); 0.87 (6H, t, J=6 Hz). 13C NMR (CDCl3): δ 157.9, 148.1, 131.1, 128.4, 128.0, 124.0, 123.4, 43.7, 40.0, 34.1, 33.9, 33.2, 32.0, 31.9, 28.6, 28.4, 28.3, 28.0, 25.6, 24.1, 23.9, 22.6, 14.1, 14.0. IR(KBr): 3320, 2960, 2928, 1638, 1590, 1556, 1466, 1362, 1256 cm-1. Massspectrum (NH3 -CI/DDIP): m/z 475 (10%); 474 (34%); 473 (100%); 381 (99%); 252 (2%). High-resolution mass spectrum: for C29H49N2OS, calculated 473.3566, measured 473.3566, difference 0 ppm. |
Here is a chemical reaction formula: Reactants are:m1_m4_m3:C(CCCC)C=1CC(SCC1CCCCC)CO;m1_m4_m3:C(Br)(Br)(Br)Br;m5_m2:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1, Reagents are:m1_m4_m3:C(Cl)Cl;m5_m2:C(Cl)Cl, and Products are 0:BrCC1SCC(=C(C1)CCCCC)CCCCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part B. The alcohol from Part A above is dissolved in methylene chloride along with carbon tetrabromide, and cooled to 0° C. A methylene chloride solution of triphenylphosphine is added dropwise. The mixture is stirred for 14 hours, then evaporated and rapidly eluted through a plug ofsilica gel with an appropriate solvent system to afford 2-bromomethyl-3,6-dihydro-4,5-dipentyl-2H-thiopyran. This compound is useddirectly, and treated with potassium cyanide in dimethylsulfoxide at 80° C. until thin-layer chromatography shows the reaction is complete. At this point, the solution is cooled, and poured into 4 volumesof water. This mixture is extracted with ethyl acetate, and the extract is washed with more water (3× an equal volume), then brine, then dried over anhydrous magnesium sulfate, filtered and evaporated. Chromatography will then purify the product, (3,6-dihydro-4,5-dipentyl-2H-thiopyran-2-yl)acetonitrile. |
Here is a chemical reaction formula: Reactants are:m3_m5:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1;m1_m2_m4:COC=1C=C(CCO)C=CC1OC;m1_m2_m4:C(Br)(Br)(Br)Br, Reagents are:m3_m5:C(Cl)Cl;m1_m2_m4:C(Cl)Cl, and Products are 0:BrCCC1=CC(=C(C=C1)OC)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part A. A solution of 3,4-dimethoxyphenethyl alcohol (7.30 g, 40.1 mmol) and carbon tetrabromide (17.3 g, 52.1 mmol) in methylene chloride (100 mL)was cooled to 0° C., and a solution of triphenylphosphine (13.7 g, 52.1 mmol) in methylene chloride (50 mL) was added dropwise with stirring.After 20 hours, the reaction mixture was evaporated, and separated by flashchromatography (1:9 ethyl acetate-hexane) to afford the product, 1-(2-bromoethyl)-3,4-dimethoxybenzene, as a waxy solid, mp 72°-73° C. (9.48 g, 38.7 mmol, 96%). 1H NMR (CDCl3): δ 6.82 (1H, d, J=8.1 Hz); 6.75 (1H, dd, J=8.1, 1.8 Hz); 6.73 (1H, d, J=1.8 Hz); 3.88 (3H, s); 3.87 (3H, s); 3.55 (2H, t, J=7.7 Hz); 3.11 (2H, t, J=7.7 Hz). Mass spectrum (NH3 -CI/DDIP): m/z 264 (93%); 262 (100%); 245 (9%); 165 (6%). |
Here is a chemical reaction formula: Reactants are:m1_m2:COC=1C=C2CCSC(C2=CC1OC)C(=O)OCC;m1_m2:[OH-].[Na+], Reagents are:, and Products are 0:COC=1C=C2CCSC(C2=CC1OC)C(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part D. The ester compound from Part C above (1.88 g, 6.66 mmol) was stirred in ethanolic sodium hydroxide solution (0.25N, 60.0 mL, 15.0 mmol)for 14 hours. The mixture was evaporated, and the residue was taken up in 1N aqueous sodium hydroxide (120 mL). This solution was washed with ether (2×120 mL), then cooled to 0° C. and neutralized to pH 5 with6N aqueous hydrochloric acid. This was then extracted with ethyl acetate (2×120 mL), and the extracts were combined, dried over anhydrous magnesium sulfate, filtered and evaporated to afford the product, 6,7-dimethoxy-1,2,3,4-tetrahydro-2-thianaphthalene-1-carboxylic acid, as asolid, mp 167°-169° C. (1.66 g, 6.53 mmol, 98%). 1H NMR(CDCl3): δ 6.63 (2H, s); 4.43 (1H, s); 3.86 (3H, s); 3.85 (3H, s); 3.34 (1H, ddd, J=13.8, 8.0, 5.2 Hz); 3.09 (1H, dd, J=10, 4.5 Hz); 3.03(1H, dd, J=10, 4.9 Hz); 2.74 (1H, dt, J=13.8, 4.7 Hz). Mass spectrum (NH3 -CI/DDIP): m/z 272 (100%); 256 (1%); 255 (8%); 209 (3%); 106 (1%). |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m5:COC=1C=C(CCO)C=CC1OC;m1_m2_m3_m5:C(C)OC(C(=O)OCC)OCC;m1_m2_m3_m5:FC(S(=O)(=O)O[Si](C)(C)C)(F)F;m4:O, Reagents are:m1_m2_m3_m5:C(C)#N, and Products are 0:COC=1C=C2CCSC(C2=CC1OC)C(=O)OCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part A. A solution of 3,4-dimethoxyphenethyl alcohol (4.63 g, 25.4 mmol), ethyl diethoxyacetate (5.00 mL, 28.0 mmol) and trimethylsilyl trifluoromethanesulfonate (0.50 mL, 2.58 mmol) in acetonitrile (50 mL) wasstirred at ambient temperature for 12 hours, then heated to reflux for 18 hours. The solution was cooled, and poured into water (200 mL). This was extracted with ethyl acetate (2×200 mL), and the extracts were washed with brine (200 mL), combined, dried over anhydrous magnesium sulfate, filtered and evaporated. The residual oil was separated by flash chromatography (1:9 ethyl acetate/hexane--1:4 ethyl acetate/hexane) to afford the product, ethyl 6,7-dimethoxy-1,2,3,4-tetrahydro-2-thianaphthalene-1-carboxylate, as an oil (1.68 g, 6.31 mmol, 25%). 1H NMR (CDCl3): δ 6.92 (1H,s); 6.62 (1H, s); 4.32-4.22 (3H, m); 4.04-3.96 (1H, m); 3.87 (3H, s); 3.86 (3H, s); 2.90-2.79 (2H, m); 1.32 (3H, t, J=7.0 Hz). Mass spectrum (NH3 -CI/DDIP): m/z 269 (1%); 268 (7%); 267 (53%); 233 (5%); 193 (100%). |
Here is a chemical reaction formula: Reactants are:m1_m2:COC=1C=C2CCSC(C2=CC1OC)C(=O)OCC;m1_m2:[OH-].[Na+], Reagents are:, and Products are 0:COC=1C=C2CCSC(C2=CC1OC)C(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part B. A solution of the ester prepared in Part A above (1.68 g, 6.31 mmol) in ethanolic sodium hydroxide (60.0 mL, 0.25M in 95% ethanol, 15.0 mmol) was stirred at ambient temperature for 14 hours. The solution was evaporated, and the residue neutralized to pH 5 with 1N aqueous hydrochloric acid. This was diluted to 100 mL with water, and extracted with ethyl acetate (2×100 mL). The extracts were washed with brine, combined, dried over anhydrous magnesium sulfate, filtered and evaporated to afford the product, 6,7-dimethoxy-1,2,3,4-tetrahydro-2-thianaphthalene-1-carboxylic acid, as an oil (1.42 g, 5.96 mmol, 94%). 1H NMR (CDCl3): δ 7.06 (1H, s); 6.62 (1H, s); 5.30 (1H, s); 4.34-4.24 (1H, m); 4.02-3.92 (1H, m);3.87 (6H, s); 2.94-2.72 (2H, m). Mass spectrum (NH3 -CI/DDIP): m/z 241(2%); 240 (11%); 239 (87%); 221 (8%); 193 (100%). |
Here is a chemical reaction formula: Reactants are:m5_m3:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1;m1_m2_m4:COC=1C=C(CC(CO)CCCC)C=CC1OC;m1_m2_m4:C(Br)(Br)(Br)Br, Reagents are:m5_m3:C(Cl)Cl;m1_m2_m4:C(Cl)Cl, and Products are 0:BrCC(CCCC)CC1=CC(=C(C=C1)OC)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Part E. The alcohol compound from Part D above (3.39 g, 13.4 mmol) and carbon tetrabromide (5.78 g, 17.4 mmol) were dissolved in methylene chloride (30 mL). This solution was cooled to 0° C. and treated with a 20 mL methylene chloride solution of triphenylphosphine (4.57 g, 17.4 mmol). The solution was allowed to stir for 14 hours, then evaporated. The residual oil was separated by flash chromatography (1:9 ethyl acetate-hexane) to afford the product, 1-bromo-2-(3,4-dimethoxybenzyl)hexane, as an oil (4.01 g, 12.7 mmol, 95%). 1H NMR (CDCl3): δ 6.81-6.71 (3H, m); 3.88 (3H, s); 3.87 (3H, s); 3.41 (1H, dd, J=9.9, 4,4 Hz); 3.33 (1H, dd, J=9.9, 4.0 Hz); 2.64 (1H, dd, J=13.5, 6.2 Hz); 2.58 (1H, dd, J=13.5, 8.0 Hz); 1.90-1.80 (1H, m); 1.48-1.24 (6H, m); 0.91 (3H, t, J=6.8 Hz). Mass spectrum (NH3 -CI/DDIP): m/z 334 (98%); 332 (100%); 317 (33%); 315 (34%); 252 (3%). |
Here is a chemical reaction formula: Reactants are:m1_m2:C1(=CC=CC=C1)C(C(CCO)C1=CC=CC=C1)(O)C1=CC=C(C=C1)OCCN(C)C;m1_m2:C(C)(=O)OC(C)=O, Reagents are:, and Products are 0:C(C)(=O)OCCC(C(O)(C1=CC=C(C=C1)OCCN(C)C)C1=CC=CC=C1)C1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The reaction is performed under dry conditions. 40.5 g of either (RR,SS)- or (RS,SR)-1,2-diphenyl-1-[4-[2-(N,N-dimethylamino)ethoxy]phenyl]butane-1,4-diol and 150 ml of acetic acid anhydride are placed in a flask. The temperature is raised to 90° C., where it is kept until the primaryOH-group is completely acetylated. [4-acetoxy-1,2-diphenyl-1-[4-[2-(N ,N-dimethylamino)ethoxy]phenyl]butan-1-ol is obtained as intermediate: m.p. of the (RR,SS)-isomer pair is 97°-9° C⟧ While stirring the reaction mixture, 30 ml of acetyl chloride in 50 ml of aceticacid anhydride are added at 90° C. The stirring is continued at thistemperature for 2 h. The solvent is evaporated. Then 1M sodium carbonate solution is added in excess, after which the product is extracted in toluene. The solution is dried over sodium sulfate, and the solvent is evaporated. The yield of the pure isomer mixture (Z:E 2:1) is quantitative. The m.p. of the (Z)-isomer is 88° -90° C. prepared from the corresponding (Z)-alcohol by refluxing in acetic acid. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C1(=CC=CC=C1)/C(=C(\CCO)/C1=CC=CC=C1)/C1=CC=C(C=C1)OCCBr;m1_m2_m3:CN, Reagents are:m1_m2_m3:C(C)O, and Products are 0:C1(=CC=CC=C1)C(=C(CCO)C1=CC=CC=C1)C1=CC=C(C=C1)OCCNC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 42,3 g of (Z)-1,2-diphenyl-1-[4-(2-bromoethoxy)phenyl]-1-buten-4-ol is stirred kith 500 ml of 33% methylamine in ethanol for 10 h at 100° C. in autoclave. The solvent is evaporated and the evaporation residue is dissolved in ethyl acetate in the presence of 2M sodium carbonate solution. After washing the ethyl acetate layer kith water and drying kithsodium sulfate the solvent is evaporated. Recrystallization from toluene gives 27,2 g (73%) of the product having m.p. 135°-9° C. |
Here is a chemical reaction formula: Reactants are:m2:C(C1=CC=CC=C1)OC1=CC=C(C(=O)C2=CC=C(C=C2)OCCN(C)C)C=C1;m1:C(C1=CC=CC=C1)OC1=CC=C(C=CC(=O)OC)C=C1, Reagents are:, and Products are 0:C(C1=CC=CC=C1)OC1=CC=C(C=C1)C(C(CCO)C1=CC=C(C=C1)OCC1=CC=CC=C1)(O)C1=CC=C(C=C1)OCCN(C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1,2-bis (4-benzyloxyphenyl)-1-[4-[2-(N,N-dimethylamino) -ethoxy]phenyl]butan-1,4-diol is prepared according to the procedure described in Example 2 using methyl 4-benzyloxy-cinnamate and 4-benzyloxy-4'-dimethylaminoethoxybenzophenone as starting materials. The product is recrystallized from toluene. Yield is 64%. |
Here is a chemical reaction formula: Reactants are:m1:ClCC/C(=C(/C1=CC=C(C=C1)OCCN(C)C)\C1=CC=C(C=C1)OCC1=CC=CC=C1)/C1=CC=C(C=C1)OCC1=CC=CC=C1;m2:C(C1=CC=CC=C1)OC1=CC=C(C=C1)C(=C(CCO)C1=CC=C(C=C1)OCC1=CC=CC=C1)C1=CC=C(C=C1)OCCN(C)C, Reagents are:, and Products are 0:ClCCC(=C(C1=CC=C(C=C1)OCCN(C)C)C1=CC=C(C=C1)OCC1=CC=CC=C1)C1=CC=C(C=C1)OCC1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Z-4-chloro-1,2-bis (4-benzyloxyphenyl)-1-[4-[2-(N,N-dimethylamino)-ethoxy]phenyl]-1-butene isprepared from 4.14 g of 1,2-bis-(4-benzyloxyphenyl)-1-[4-[2-(N,N-dimethylamino) ethoxy]phenyl]-1-buten-4-ol according to the procedure described in Example 6(c). The product is purified by column chromatography giving 2.68g (63%) of the product. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C(C1=CC=CC=C1)OC([C@@H](NC(=O)N(C)CCN(C)C(=O)OC(C)(C)C)CC1=CC=CC=C1)=O;m1_m2_m3:Cl, Reagents are:m1_m2_m3:C(C)(=O)OCC, and Products are 0:Cl.C(C1=CC=CC=C1)OC([C@@H](NC(=O)N(C)CCNC)CC1=CC=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: N-[N-[2-(N-tert-Butoxycarbonyl-N-methylamino)ethyl]-N-methylaminocarbonyl]-L-phenylalanine benzyl ester (11 g was dissolved in a solution of 4M hydrogen chloride in ethyl acetate (200 ml) under ice-bath cooling. After being stirred at the same temperature for 30 minutes, the solution was concentrated in vacuo to give N-[N-[2-(N-methylamino)ethyl]-N-methylaminocarbonyl]-L-phenylalanine benzyl ester hydrochloride (10 g) as an oil. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C(C1=CC=CC=C1)OC([C@@H](NC(=O)N(C)CCN(C)C(=O)N1CCSCC1)CC1=CC=CC=C1)=O, Reagents are:m1_m2_m3:CO;m1_m2_m3:[OH-].[Na+], and Products are 0:S1CCN(CC1)C(=O)N(C)CCN(C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of N-[N-[2-(N-thiomorpholinocarbonyl-N-methylamino)ethyl]-N-methylaminocarbonyl]-L-phenylalanine benzyl ester (1.50 g) in methanol (30 ml) was added in 1N sodium hydroxide aqueous solution (6 ml) at ambient temperature. After being stirred for 3 hours at the same temperature, the solution was concentrated in vacuo. The residue was dissolved in ethyl acetate (50 ml) and the solution was washed with 5% hydrochloric acid and brine successively, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give N-[N-[2-(N-thiomorpholinocarbonyl-N-methylamino)ethyl]-N-methylaminocarbonyl]-L-phenylalanine (1.14 g) as an oil. Rf : 0.31 ( chloroform:methanol:acetic acid, 16:1:1, V/V) |
Here is a chemical reaction formula: Reactants are:m1_m3_m4_m2:C(C1=CC=CC=C1)OC([C@@H](NC(=O)N(C)CCN(C)C(=O)N1CCCCCC1)CC1=CC=CC=C1)=O;m1_m3_m4_m2:[H][H], Reagents are:m1_m3_m4_m2:CO;m1_m3_m4_m2:[Pd], and Products are 0:N1(CCCCCC1)C(=O)N(C)CCN(C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of N-[N-{2-[N-(hexahydro-1H-azepin-1-ylcarbonyl)-N-methylamino]ethyl}-N-methylaminocarbonyl]-L-phenylalanine benzyl ester (1.46 g) in methanol (20 ml) was hydrogenated over 10% palladium on carbon (146 mg) at 3 atmospheric pressure of hydrogen gas for 1 hour at ambient temperature. The solution was filtered and concentrated in vacuo to give N-[N-{2-[N-(hexahydro-1H-azepin-1-ylcarbonyl)-N-methylamino]ethyl}-N-methylaminocarbonyl]-L-phenylalanine (1.28 g) as an oil. Rf: 0.35 (chloroform:methanol:acetic acid, 16:1:1, V/V) |
Here is a chemical reaction formula: Reactants are:m1_m2:C(C)(C)(C)OC(=O)N[C@@H](CC1CCCCC1)[C@H](CC(C)C)O, Reagents are:m1_m2:FC(C(=O)O)(F)F, and Products are 0:N[C@@H](CC1CCCCC1)[C@H](CC(C)C)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of (2S,3S)-2-t-butoxycarbonylamino-1-cyclohexyl-3-hydroxy-5-methylhexane (120 mg) in trifluoroacetic acid (3 ml) was stirred at 0° C. for 30 minutes. After evaporation of the solvent, the residue was dissolved in ethyl acetate (10 ml). The solution was washed with saturated sodium bicarbonate solution and saturated sodium chloride solution, dried over magnesium sulfate, and evaporated in vacuo to give (2S,3S)-2-amino-1-cyclohexyl-3-hydroxy-5-methylhexane (82 mg) as an oil. Rf: 0.30 (chloroform: methanol: acetic acid, 16:1:1, V/V) |
Here is a chemical reaction formula: Reactants are:m3:C(C)N=C=NCCCN(C)C;m1_m2_m4:S(=O)(=O)(C1=CC=C(C)C=C1)N[C@@H](CC1=CNC=N1)C(=O)O;m1_m2_m4:N[C@@H](CC1CCCCC1)[C@H](CC(C)C)O, Reagents are:m1_m2_m4:C(Cl)Cl, and Products are 0:NC(CC(CC(C)C)O)C1CCCCC1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of Nα -t-butoxycarbonyl-Nα -methyl-Nim -tosyl-L-histidine (195 mg) and (2S,3S)-2-amino-1-cyclohexyl-3-hydroxy-5-methylhexane (82 mg) in dry methylene chloride (10 ml) which was cooled at 0° C., was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (72 mg). The mixture was stirred at 0° C. for 3 hours. After evaporation of the solvent, the residue was dissolved in ethyl acetate (20 ml) and the solution was washed with 10% citric acid solution, saturated sodium bicarbonate solution, and water, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate:n-hexane, 2:3, V/V, as eluent) to give (2S,3S)-2-(Nα -t-butoxycarbonyl-Nα -methyl-Nim -tosyl-L-histidyl)amino-1-cyclohexyl-3-hydroxy-5-methylhexane (166 mg) as an amorphous powder. Rf: 0.29 (ethyl acetate:n-hexane, 3:2, V/V) |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:C(C)(C)(C)OC(=O)N(CCNC)C;m1_m2_m3_m4:S1CCN(CC1)C(=O)Cl;m1_m2_m3_m4:C(C)N(CC)CC, Reagents are:m1_m2_m3_m4:C(Cl)Cl, and Products are 0:C(C)(C)(C)OC(=O)N(CCN(C)C(=O)N1CCSCC1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: N-t-Butoxycarbonyl-N,N'-dimethylethylenediamine (200 mg) was added to a solution of thiomorpholinocarbonyl chloride (228 mg) and triethylamine (123 mg) in methylene chloride (10 ml) which was cooled at 0° C. The mixture was stirred at ambient temperature for 20 minutes and the solvent was evaporated in vacuo. The residue was dissolved in ethyl acetate and the solution was washed with 0.6N hydrochloric acid, water, saturated sodium bicarbonate solution, and saturated sodium chloride solution successively, dried over magnesium sulfate, and concentrated under reduced pressure to give N-t-butoxycarbonyl-N'-thiomorpholinocarbonyl-N,N'-dimethylethylenediamine (376 mg) as an oil. Rf: 0.43 (chloroform:methanol, 10:1, V/V) |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C(C)(C)(C)OC(=O)N(CCN(C)C(=O)N1CCSCC1)C;m1_m2_m3:Cl, Reagents are:m1_m2_m3:C(C)(=O)OCC, and Products are 0:Cl.S1CCN(CC1)C(=O)N(CCNC)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: N-t-Butoxycarbonyl-N'-thiomorpholinocarbonyl-N,N'-dimethylethylenediamine (4.92 g) was dissolved in a solution of 4N hydrogen chloride in ethyl acetate (60 ml) under ice-bath cooling. After being stirred at ambient temperature for 30 minutes, the solution was concentrated in vacuo to give N-thiomorpholinocarbonyl-N,N'-dimethylethylenediamine hydrochloride (3.93 g) as an oil. Rf: 0.25 (chloroform:methanol:acetic acid, 8:1:1, V/V) |
Here is a chemical reaction formula: Reactants are:m3:C(C1=CC=CC=C1)OC([C@@H](N)CC1=CC=CC=C1)=O;m4:ClC(Cl)(Cl)OC(=O)Cl;m1_m5_m2:Cl;m1_m5_m2:C(C)(C)(C)OC(=O)N(C)CCC1=NC=CC=C1, Reagents are:m1_m5_m2:C(C)(=O)OCC, and Products are 0:C(C1=CC=CC=C1)OC([C@@H](NC(=O)N(C)CCC1=NC=CC=C1)CC1=CC=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 4N-hydrogen chloride in ethyl acetate (5 ml) was added to 2-[2-(N-t-butoxycarbonyl-N-methylamino)ethyl]pyridine at 0° C. The solution was stirred at 0° C. for 1 hour and concentrated under reduced pressure. The residue was dissolved in methylene chloride (10 ml). Triethylamine (304 mg) and (1S)-1-benzyloxycarbonyl-2-phenylethyl isocyanate (281 mg) prepared by reacting L-phenylalanine benzyl ester with trichloromethylchloroformate was added to this solution at 0° C. The solution was stirred at the same temperature for 1 hour and the solvent was evaporated in vacuo. The residue was dissolved in ethyl acetate and the solution was washed with 10% citric acid aqueous solution, saturated sodium bicarbonate solution, and saturated sodium chloride solution successively, dried over magnesium sulfate, and concentrated under reduced pressure to give N-[N-(2-pyridyl)ethyl-N-methylaminocarbonyl]-L-phenylalanine benzyl ester (400 mg) as an oil. Rf: 0.50 ( chloroform:methanol, 20: 1, V/V) |
Here is a chemical reaction formula: Reactants are:m2_m4:Cl;m1_m3:C(C)(C)(C)OC(=O)N(C)CCN(C(=O)O[C@H](C(=O)OCC1=CC=CC=C1)CC1=CC=CC=C1)C, Reagents are:m2_m4:C(C)(=O)OCC;m1_m3:C(C)(=O)OCC, and Products are 0:Cl.CNCCN(C(=O)O[C@H](C(=O)OCC1=CC=CC=C1)CC1=CC=CC=C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of benzyl (2S)-2-[N-[2-(N-t-butoxycarbonyl-N-methylamino)ethyl]-N-methylaminocarbonyl]oxy-3-phenylpropionate (5.40 g) in ethyl acetate (50 ml) which was cooled at 0° C. was added 4N hydrogen chloride solution in ethyl acetate (50 ml). The solution was stirred at 0° C. for 1 hour and the solvent was evaporated in vacuo to give benzyl (2S)-2-[N-[2-(N-methylamino)ethyl]-N-methylaminocarbonyl]oxy-3-phenylpropionate hydrochloride (4.70 g) as a solid. Rf: 0.23 (chloroform:methanol, 10:1, V/V) |
Here is a chemical reaction formula: Reactants are:m1_m3_m4_m2:N1(CCCCCC1)C(=O)N(C)CCN(C(=O)O[C@H](C(=O)OCC1=CC=CC=C1)CC1=CC=CC=C1)C;m1_m3_m4_m2:[H][H], Reagents are:m1_m3_m4_m2:CO;m1_m3_m4_m2:[Pd], and Products are 0:N1(CCCCCC1)C(=O)N(C)CCN(C(=O)O[C@H](C(=O)O)CC1=CC=CC=C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of benzyl (2S)-2-[N-[2-{N-(hexahydro-1H-azepin-1-ylcarbonyl)-N-methylamino}ethyl]-N-methylaminocarbonyl]oxy-3-phenylpropionate (1.43 g) in methanol (20 ml) was hydrogenated over 10% palladium on carbon (0.2 g) at 3 atmospheric pressure of hydrogen gas for 1 hour at ambient temperature. The solution was filtered and concentrated in vacuo to give (2S)-2-[N-[2-{N-(hexahydro-1H-azepin-1-ylcarbonyl)-N-methylamino}ethyl]-N-methylaminocarbonyl]oxy-3-phenylpropionic acid (1.09 g) as an oil. Rf: 0.44 (chloroform:methanol:acetic acid, 16:1:1, V/V) |
Here is a chemical reaction formula: Reactants are:m1_m3_m4_m2:C(C)(C)(C)OC(=O)N[C@@H](CC1CCCCC1)[C@H](CC(C1=CC=CC=C1)C1=CC=CC=C1)O;m1_m3_m4_m2:[H][H], Reagents are:m1_m3_m4_m2:C(C)(=O)O;m1_m3_m4_m2:[Pt]=O, and Products are 0:C(C)(C)(C)OC(=O)N[C@@H](CC1CCCCC1)[C@H](CC(C1CCCCC1)C1CCCCC1)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of (2S,3S)-2-t-butoxycarbonylamino-1-cyclohexyl-5,5-diphenyl-3-hydroxypentane (0.74 g) in acetic acid (50 ml) was hydrogenated over platinum oxide (0.2 g) at 3 atmospheric pressure of hydrogen gas for 2 hours at 37° C. The solution was filtered and concentrated in vacuo to give (2S,3S)-2-t-butoxycarbonylamino-3-hydroxy-1,5,5-tricyclohexylpentane (753 mg) as an oil. Rf: 0.72 (n-hexane:ethyl acetate, 2:1, V/V) |
Here is a chemical reaction formula: Reactants are:m1_m3:CN(C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC1CCCCC1)[C@H](CCC(C)C)O)C)CCN(C)C(=O)N1CCSCC1;m2_m4:Cl, Reagents are:m1_m3:C(C)O;m2_m4:C(C)(=O)OCC, and Products are 0:Cl.CN(C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC1CCCCC1)[C@H](CCC(C)C)O)C)CCN(C)C(=O)N1CCSCC1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of (2S,3S)-2-[Nα -[N-[N-methyl-N-{2-(N-thiomorpholinocarbonyl-N-methylamino)ethyl}aminocarbonyl]-L-phenylalanyl]-Nα -methyl-L-histidyl]amino-1-cyclohexyl-3-hydroxy-6-methylheptane (300 mg) in ethanol (3 ml), which was cooled to 0° C., was added a solution of 4M hydrogen chloride in ethyl acetate (0.100 ml). After being stirred at the same temperature for 10 minutes, the solution was concentrated in vacuo to give (2S,3S)-2-[Nα -[N-[N-methyl-{2-(N-thiomorpholinocarbonyl-N-methylamino)ethyl}aminocarbonyl]-L-phenylalanyl]-Nα -methyl-L-histidyl]amino-1-cyclohexyl-3-hydroxy-6-methylheptane hydrochloride (310 mg) as an amorphous powder. Rf: 0.38 (10% methanol in chloroform) |
Here is a chemical reaction formula: Reactants are:m1:CN(C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC1CCCCC1)[C@H](CC(C)C)O)C)CCN(C)C(=O)N1CCOCC1;m2_m3:Cl, Reagents are:m2_m3:C(C)(=O)OCC, and Products are 0:Cl.CN(C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC1CCCCC1)[C@H](CC(C)C)O)C)CCN(C)C(=O)N1CCOCC1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of (2S,3S)-2-[Nα -[N-[N-methyl-N-{2-(N-morpholinocarbonyl-N-methylamino)ethyl}aminocarbonyl]-L-phenylalanyl]-Nα -methyl-L-histidyl]amino-1-cyclohexyl-3-hydroxy-5-methylhexane (210 mg) inethanol (10 ml), which was cooled to 0° C., was added a solution of 4M hydrogen chloride in ethyl acetate (71 μl). After being stirred at the same temperature for 5 minutes, the solution was concentrated under reduced pressure to give (2S,3S)-2-[Nα -[N-[N-methyl-N-{2-(N-morpholinocarbonyl-N-methylamino)ethyl}aminocarbonyl]-L-phenylalanyl]-Nα -methyl-L-histidyl]amino-1-cyclohexyl-3-hydroxy-5-methylhexane hydrochloride (216 mg) as an amorphous powder. Rf: 0.33 (10% methanol in chloroform) |
Here is a chemical reaction formula: Reactants are:m2:[N+](=O)([O-])C1=CC=C(OC=2C=C(C(=O)Cl)C=C(C2)OC2=CC=C(C=C2)[N+](=O)[O-])C=C1;m3:N1=CC=CC=C1;m1_m4:C1(CCCCCN1)=O, Reagents are:m1_m4:C1=CC=CC=C1, and Products are 0:[N+](=O)([O-])C1=CC=C(OC=2C=C(C(=O)C3C(=O)NCCCC3)C=C(C2)OC2=CC=C(C=C2)[N+](=O)[O-])C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of ε-caprolactam (14.82 g, 0.131 mol) in 400 ml of benzene is added to the above reactor containing 0.131 mol of 3,5-bis(4-nitrophenoxy)benzoyl chloride. The mixture is heated to 80°-90° C., and after all the reactants are dissolved, 150 ml of pyridine is added. The solution is stirred at 90° C. for 3 hours and the pyridine/acid chloride salt removed by filtration, the filtrate being kept in a freezer. White crystals formed from the filtrate are collected by filtration and dried. In order to remove traces of the 3,5-bis(4-nitrophenoxy)benzoic acid, the product is further purified by chromatography using silica gel as filler and ethyl acetate as eluate to yield 65 percent of white crystals: mp 157°-158° C. |
Here is a chemical reaction formula: Reactants are:m3:[H][H];m4:[H][H];m1_m5_m2:[N+](=O)([O-])C=1C=C(C(=O)C2C(=O)NCCCC2)C=C(C1)[N+](=O)[O-];m1_m5_m2:C(C)O, Reagents are:m0_m6:C(Cl)Cl;m1_m5_m2:[Pd], and Products are 0:NC=1C=C(C(=O)C2C(=O)NCCCC2)C=C(C1)N, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 3,5-dinitrobenzoyl caprolactam (2.00 g, 4.07 mmol), 0.08 g of 5 percent palladium on carbon and 30 ml of absolute ethanol is stirred with hydrogen under a pressure of 1 atmosphere at 10° C. When the theoretical quantity of hydrogen (0.024 mol) has been absorbed, the solution is filtered through celite. White crystals form when the filtrate is kept in a freezer, and the final product is obtained by recrystallization from CH2Cl2 to yield 65 percent of white crystals: mp 122°-124° C. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2:ClC1=C(C(=O)O)C=C(C=C1)[N+](=O)[O-];m1_m3_m2:S(O)(O)(=O)=O;m1_m3_m2:CO, Reagents are:, and Products are 0:ClC1=C(C(=O)OC)C=C(C=C1)[N+](=O)[O-], please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 2-chloro-5-nitrobenzoic acid (70.0 g, 0.35 mol), 280 ml of methanol and 27 ml of concentrated sulfuric acid is added to a 500 ml, three-necked round-bottom flask equipped with an overhead stirrer and condenser, and the solution is stirred and heated at reflux for 24 hours. After the solution cools, yellow crystals form and are collected by filtration. The product is washed with water and recrystallized from ethyl acetate/hexane to yield 68 percent of yellow crystals: mp 69.5°-70.0°. |
Here is a chemical reaction formula: Reactants are:m1:CC=1C=C(OC(C(=O)O)CC)C=CC1;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=CC(=CC=C1)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.71 g of (2RS)-2-(3-methylphenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.30 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:FC1=CC=C(OC(C(=O)O)CC)C=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=CC=C(C=C1)F)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.72 g of (2RS)-2-(4-fluorophenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.30 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:ClC1=CC=C(OC(C(=O)O)CC)C=C1;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=CC=C(C=C1)Cl)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 730 mg of (2RS)-2-(4-chlorophenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.42 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:CC1=CC=C(OC(C(=O)O)(CC)C)C=C1;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)(C)OC1=CC=C(C=C1)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 600 mg of (2RS)-2-(4-methylphenoxy)-2-methylbutyric acid and 1.32 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-napthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.51 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:CC1=C(C2=CC=CC=C2C=C1)OC(C(=O)O)CC;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=CC2=CC=CC=C12)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 830 mg of (2RS)-2-(2-methyl-1-naphthyloxy)butyric acid and 1.0 gof (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-napthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.52 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:O(C1=CC=CC=C1)C(C(=O)O)CC, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=CC=CC=C1)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 0.66 g of (2RS)-2-phenoxybutyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as describe in Example B, above], to give 1.20 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:FC1=C(OC(C(=O)O)CC)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=CC=C1)F)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.72 g of (2RS)-2-(2-fluorophenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.30 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:CC1=C(OC(C(=O)O)CC)C(=CC(=C1)C)C;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=C(C=C1C)C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 800 mg of (2RS)-2-(2,4,6-trimethylphenoxy)butyric acid and 1.0 gof (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl)ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.44 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:O(C1=CC=CC=C1)C(C(=O)O)CCC, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CCC)OC1=CC=CC=C1)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 0.70 g of (2RS)-2-phenoxyvaleric acid and 1.0 g of (4S,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.34 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C=C)C1=C(OC(C(=O)O)CC)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=CC=C1)CC=C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.80 g of (2RS)-2-(2-allylphenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.30 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C)C1=CC=C(OC(C(=O)O)CC)C=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=CC=C(C=C1)CC)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 416 mg of (2RS)-2-(4-ethylphenoxy)butyric acid and 551 mg of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl)tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 850 mg of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:CC1=C(OC(C(=O)O)CC)C=CC(=C1)C;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=C(C=C1)C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.46 g of (2RS)-2-(2,4-dimethylphenoxy)butyric acid and 0.81 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give1.16 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C)C1=C(OC(C(=O)O)CC)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=CC=C1)CC)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 416 mg of (2RS)-2-(2-ethylphenoxy)butyric acid and 551 mg of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 900 mg of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:CC1=C(OC(C(=O)O)(CCC)C)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CCC)(C)OC1=C(C=CC=C1)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 0.35 g of (2RS)-2-(2-methylphenoxy)-2-methylvaleric acid and 0.46 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 0.36 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:ClC1=CC=C(OC(C(=O)O)(C)C)C=C1;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OC1=CC=C(C=C1)Cl)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 0.78 g of 2-(4-chlorophenoxy)-2-methylpropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl}ethyl)tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give1.08 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:BrC1=CC=C(OC(C(=O)O)CC)C=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=CC=C(C=C1)Br)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.94 g of (2RS)-2-(4-bromophenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.38 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:COC1=C(OC(C(=O)O)CC)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=CC=C1)OC)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.42 g of (2RS)-2-(2-methoxyphenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.30 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:C(#N)C1=C(OC(C(=O)O)CC)C=CC=C1;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=CC=C1)C#N)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 739 mg of (2RS)-2-(2-cyanophenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.08 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:C(C)(=O)C1=C(OC(C(=O)O)CC)C=CC=C1;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=CC=C1)C(C)=O)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.81 g of (2RS)-2-(2-acetylphenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.22 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:CC1=C(OC(C(=O)O)C)C(=CC=C1)C;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)OC1=C(C=CC=C1C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 0.81 g of (2RS)-2-(2,6-dimethylphenoxy)propionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.25 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:ClC1=C(OC(C(=O)O)C)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)OC1=C(C=CC=C1)Cl)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.72 g of (2RS)-2-(2-chlorophenoxy)propionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.29 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:CC1=C(OC(C(=O)O)C)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)OC1=C(C=CC=C1)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.65 g of (2RS)-2-(2-methylphenoxy)propionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.04 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:O(C1=CC=CC=C1)C(C(=O)O)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)OC1=CC=CC=C1)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 598 mg of (2RS)-2-phenoxypropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 944 mg of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C)(C)C1=C(OC(C(=O)O)C)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)OC1=C(C=CC=C1)C(C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 749 mg of (2RS)-2-(2-isopropylphenoxy)propionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], give 1.31 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C)(C)(C)C1=C(OC(C(=O)O)CC)C=CC=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=C(C=CC=C1)C(C)(C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 0.86 g of (2RS)-2-(2-t-butylphenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.46 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:CN(C=1C=C(OC(C(=O)O)CC)C=CC1)C;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=CC(=CC=C1)N(C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 766 mg of (2RS)-2-(3-dimethylaminophenoxy)butyric acid and 1.0 gof (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.26 g of the title compound as a pale yellow foam. |
Here is a chemical reaction formula: Reactants are:m2:O([Si](C)(C)C(C)(C)C)[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C)(C)(C)C1=CC=C(OC(C(=O)O)CC)C=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)OC1=CC=C(C=C1)C(C)(C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 803 mg of (2RS)-2-(4-t-butylphenoxy)butyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsiloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.41g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:CC1=CC=C(OC(C(=O)O)C2=CC=CC=C2)C=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C1=CC=CC=C1)OC1=CC=C(C=C1)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 0.32 g of (2RS)-2-(4-methylphenoxy)-2-phenylacetic acid and 0.61g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 0.42 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:FC(C1=CC=C(COC(C(=O)O)(C)C)C=C1)(F)F;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OCC1=CC=C(C=C1)C(F)(F)F)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 786 mg of 2-(4-trifluoromethylbenzyloxy)-2-methylpropionic acid and 1.10 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.28 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:COC(C(=O)O)(C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OC)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 860 mg of 2-methoxy-2-methylpropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 836 mg of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C)OC(C(=O)O)(C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OCC)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 1.15 g of 2-ethoxy-2-methylpropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 414 mg of a fraction containing the title compound. This fraction was usedin the next step without further purification. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C)C(C(=O)O)(CC)OC, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)(OC)CC)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 1.28 g of 2-ethyl-2-methoxybutyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 558 mg of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:C(C)OC(C(=O)O)(CC)CC, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(CC)(CC)OCC)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 875 mg of 2-ethoxy-2-ethylbutyric acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 271 mg of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:COCC(C(=O)O)(C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)COC)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 960 mg of 2-methoxymethyl-2-methylpropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 423 mg of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:FC1=CC=C(COC(C(=O)O)(C)C)C=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OCC1=CC=C(C=C1)F)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 770 mg of 2-(4-fluorobenzyloxy)-2-methylpropionic acid and 1.0 gof (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.17 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=CC=CC=C1)OC(C(=O)O)(C)C;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OCC1=CC=CC=C1)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 705 mg of 2-benzyloxy-2-methylpropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.04 g of the title compound as white crystals, melting at between 135° and 136° C. |
Here is a chemical reaction formula: Reactants are:m1:CC(C(=O)O)(C)OC1=CC=CC=C1;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(OC1=CC=CC=C1)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 10, above, was followed, but using 654 mg of 2-methyl-2-phenoxypropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.13 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:FC1=CC=C(OC(C(=O)O)(C)C)C=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OC1=CC=C(C=C1)F)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 719 mg of 2-(4-fluorophenoxy)-2-methylpropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give1.26 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:CC=1C=C(OC(C(=O)O)(C)C)C=C(C1)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OC1=CC(=CC(=C1)C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 755 mg of 2-(3,5-dimethylphenoxy)-2-methylpropionic acid and 1.0g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.10 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m1:C(C)(C)(C)C1=CC=C(OC(C(=O)O)(C)C)C=C1;m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C([C@H](C(C(O1)=O)O[SiH3])C(C)(C)C)(C)C)C, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OC1=CC=C(C=C1)C(C)(C)C)=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 858 mg of 2-(4-t-butylphenoxy)-2-methylpropionic acid and 1.0 g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethyl silyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.12 g of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C;m1:[N+](=O)([O-])C1=CC=C(OC(C(=O)O)(C)C)C=C1, Reagents are:, and Products are 0:[Si](C)(C)(C(C)(C)C)O[C@@H]1C=C2C=C[C@@H]([C@@H]([C@H]2[C@H](C1)OC(C(C)(C)OC1=CC=C(C=C1)[N+](=O)[O-])=O)CC[C@@H]1C[C@H](CC(O1)=O)O[Si](C)(C)C(C)(C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A procedure similar to that described in Example 1, above, was followed, but using 597 mg of 2-(4-nitrophenoxy)-2-methylpropionic acid and 731 mg of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give880 mg of the title compound as a colorless foam. |
Here is a chemical reaction formula: Reactants are:m2:C1CO1;m3:[NH4+].[Cl-];m1_m4:C(C)(C)C1=C(C(=CC=C1)C(C)C)Br, Reagents are:m1_m4:CCOCC, and Products are 0:C(C)(C)C1=C(C(=CC=C1)C(C)C)C(C)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 2,6 diisopropylbromobenzene (see J. Org. Chem., 42(14):2426-2431 (1977) forpreparation) (30 g, 124.4 mmol) was added to a suspension of Li powder (1.9g, 273.6 mmol) in ether (100 mL) heated under reflux, the heating was continued for another 4 hours, cooled, and the mixture was poured into ethylene oxide which was precooled to -78° C. The mixture was warmed slowly to room temperature, saturated NH4Cl solution was added slowly with caution, the ether layer was separated and washed with brine, dried over MgSO4, filtered, and the solvent was evaporated to dryness. After column chromatography (3:1 hexane:ethyl acetate) pure 2,6-diisopropylphenylethanol was obtained (17 g, 6.3%); NMR (CDCl3): δ 1.2-1.3 (m, 12H) , 3.05 (t, 2H), 3.15-3.35 (m, 2H), 3.7-3.8 (t, 2H), 7.1-7.3 (m, 3H) ppm. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:C(C)(C)C1=C(CS(=O)(=O)N)C(=CC(=C1)C(C)C)C(C)C;m1_m2_m3_m4:C(C)(C)C1=C(C(=CC=C1)C(C)C)CC(=O)Cl;m1_m2_m3_m4:CCN(CC)CC, Reagents are:m1_m2_m3_m4:C1CCOC1, and Products are 0:CC(C)C1=C(C(=CC=C1)C(C)C)CC(=O)NS(=O)(=O)CC1=C(C=C(C=C1C(C)C)C(C)C)C(C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2,4,6-triisopropylbenzylsulfonamide (100 mg, 0.33 mmol), 2,6-diisopropylphenylacetyl chloride (75 mg, 0.34 mmol), and Et3N (47 μL, 0.34 mmol) in 10 mL THF was stirred at room temperature overnight. The solvent was evaporated and the residue was distributed between ethyl acetate and 0.1N HCl, the organic layer was washed with brine, dried, and evaporated. The pure product (20 mg, 12%) was isolated by column chromatography (4:1 hexane:EtOAc), m/e=499; NMR (CDCl3): δ 7.05-7.4 (m, 5H), 4.25 (s, 2H), 3.95 (s, 2H), 3.45-3.6 (m, 1H), 3.0-3.15 (m, 2H), 2.85-3.0 (m, 2H), 1.05-1.4 (m, 30H) ppm. |
Here is a chemical reaction formula: Reactants are:m1_m7_m4_m5:C(C=C)(=O)OC;m3_m6_m0:C(C)(=O)OCC;m2:C(C)(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)Br, Reagents are:m1_m7_m4_m5:CN(C=O)C;m1_m7_m4_m5:C(C)N(CC)CC;m1_m7_m4_m5:C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.Cl[Pd]Cl, and Products are 0:CC(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)C=CCC(=O)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of methyl acrylate (15.9 mL, 176 mmol) and bis(triphenylphosphine)palladium (II) chloride (0.99 g, 1.4 mmol) in 125 mL dimethylformamide and 125 mL triethylamine was heated to reflux for 1 hour and then 2,4,6-triisopropylbromobenzene (10.0 g, 35 mmol) was added. Reflux was continued for 6 hours and then stirred at room temperature for 16 hours. Partitioned the reaction between water and diethyl ether. The ether layer was dried with MgSO4, filtered, and concentrated to give a brown oil. Chromatography (SiO2, eluant=5% ethyl acetate in hexanes) gave 3.80 g of 3-[2,4,6-tris(1-methylethyl)phenyl]-2-propenyl carboxylic acid, methyl ester as an off-white solid, mp 61°-63° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:[OH-].[Na+];m1_m2_m3_m4:CC(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)C=CCC(=O)OC, Reagents are:m1_m2_m3_m4:CO;m1_m2_m3_m4:O, and Products are 0:CC(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)C=CCC(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Sodium hydroxide (0.23 g, 5.7 mmol) was added to a solution of 3-[2,4,6-tris(1-methylethyl)phenyl]-2-propenyl carboxylic acid, methyl ester (1.5 g, 5.2 mmol) in 100 mL methanol and 10 mL water. Stirred at room temperature for 48 hours and concentrated to dryness. Partitioned theresidue between water and diethyl ether. The aqueous layer was acidified with concentrated HCl and extracted with dichloromethane. The organic extract was dried over MgSO4, filtered, and concentrated to give 1.33g of 3-[2,4,6-tris-(1-methylethyl)phenyl]-2-propenyl carboxylic acid as a white solid, mp 201°-203° C. |
Here is a chemical reaction formula: Reactants are:m2:[OH-].[Na+];m1_m3:CC(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)CCC(=O)OC, Reagents are:m4:O;m1_m3:CO, and Products are 0:CC(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)CCC(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 3-[2,4,6-Tris(1-methylethyl)phenyl]propionic acid, methyl ester (2.12 g, 7.3 mmol) was dissolved in 100 mL methanol and 10 mL water. Sodium hydroxide (0.32 g, 8.0 mmol) was added and the resulting solution was stirred at room temperature for 4 hours. Concentrated in vacuo and partitioned the residue between water and diethyl ether. The aqueous layerwas acidified with concentrated HCl and extracted with dichloromethane. Theorganic extract was dried over MgSO4, filtered, and concentrated to give 1.87 g of 3-[2,4,6-tris(1-methylethyl)phenyl]propionic acid as a white solid, mp 194°-196° C. |
Here is a chemical reaction formula: Reactants are:m1_m4_m2_m5:C(C)(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)O;m1_m4_m2_m5:[H-].[Na+];m3_m6:BrCC(=O)O, Reagents are:m1_m4_m2_m5:O1CCCC1;m1_m4_m2_m5:O1CCCC1;m3_m6:O1CCCC1, and Products are 0:CC(C)C1=C(OCC(=O)O)C(=CC(=C1)C(C)C)C(C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2,4,6-triisopropylphenol (4.0 g, 18 mmol) in 50 mL tetrahydrofuran was added dropwise to a suspension of sodium hydride (1.52g, 38 mmol) in 25 mL tetrahydrofuran. The resulting pale green suspension was stirred for 30 minutes before a solution of bromoacetic acid (2.52 g, 18 mmol) in 50 mL tetrahydrofuran was added dropwise. The resulting thick suspension was stirred for 16 hours and then concentrated in vacuo. The residue was partitioned between 1N HCl and dichloromethane, the organic extract was dried over MgSO4, filtered, and concentrated to give a yellow solid. Recrystallized from hexanes to give 3.1 g of [2,4,6-tris(1-methylethyl)phenoxy]acetic acid, mp 105°-108° C. |
Here is a chemical reaction formula: Reactants are:m2_m5:ClN1C(N(C(N(C1=O)Cl)=O)Cl)=O;m1:NC1=NC=C(C=C1)C(F)(F)F;m3:ClNC1=NC=C(C=C1)C(F)(F)F;m4:[OH-].[Na+], Reagents are:m2_m5:C1(=CC=CC=C1)C, and Products are 0:NC1=NC=C(C=C1Cl)C(F)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Into the same 300 ml four-necked flask as used in Example 1, 16.2 g (0.1 mol) of 2-amino-5-trifluoromethylpyridine prepared in the same manner as in step (1) of Example 1, 10.1 g (0.043 mol) of trichloroisocyanuric acid and 150 g of toluene were added, and the reaction was conducted at 110° C. for 3 hours under heating with stirring. During the reaction, formation of 2-chloroamino-5-trifluoromethylpyridine was confirmed. After completion of the reaction, the reaction mixture was cooled to room temperature, and 100 g of a 25% sodium hydroxide aqueous solution was added thereto and stirred. An aqueous layer and an oil layer were separated. A 20% hydrochloric acid aqueous solution was added to the oil layer, and the mixture was stirred. An aqueous layer and an oil layer were further separated. The aqueous layer was neutralized with a 25% sodium hydroxide aqueous solution. Precipitated slightly yellow crystals were collected by filtration and dried to obtain 17.6 g 2-amino-3-chloro- 5-trifluoromethylpyridine (purity as measured by liquid chromatography: 95%, yield: 85%). |
Here is a chemical reaction formula: Reactants are:m3:ClNC1=NC=C(C=C1)C(F)(F)F;m1:NC1=NC=C(C=C1)C(F)(F)F;m4:[OH-].[Na+];m2:ClN1C(C=2C(C1=O)=CC=CC2)=O, Reagents are:m5:C1(=CC=CC=C1)C, and Products are 0:NC1=NC=C(C=C1Cl)C(F)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Into the same 300 ml four-necked flask as used in Example 1, 16.2 g (0.1 mol) of 2-amino-5-trifluoromethylpyridine, 20.9 g (0.115 mol) of N-chlorophthalimide and 150 g of toluene were added, and the reaction was carried out at 80° C. for one hour under heating with stirring. During the reaction, formation of 2-chloroamino-5-trifluoromethylpyridine was confirmed. After completion of the reaction, the reaction mixture was cooled to room temperature, and 50 g of a 25% sodium hydroxide aqueous solution was added thereto and stirred. An aqueous layer and an oil layer were separated. A 20% hydrochloric acid aqueous solution was added to the oil layer, and the mixture was stirred. An aqueous layer and an oil layer were separated again. The aqueous layer was neutralized with a 25% sodium hydroxide aqueous solution. Precipitated slightly yellow crystals were collected by filtration and dried to obtain 17.5 g 2-amino-3-chloro-5-trifluoromethylpyridine (purity as measured by liquid chromatography: 97%, yield: 86%). |
Here is a chemical reaction formula: Reactants are:m2:ClNC1=NC=C(C=C1Cl)C(F)(F)F;m1:NC1=NC=C(C=C1)C(F)(F)F, Reagents are:, and Products are 0:ClNC1=NC=C(C=C1)C(F)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Then, 16.2 g (0.1 mol) of 2-amino-5-trifluoromethylpyridine was added to the reaction product, and the mixture was heated to 20° C. and stirred at the same temperature for two hours. The reaction product was analyzed by liquid chromatography, whereby 2-chloroamino-3-chloro-5-trifluoromethylpyridine was found to have decreased to 1%, and 2-chloroamino-5-trifluoromethylpyridine was formed afresh in an amount of 31%, and 2-amino-3-chloro-5-trifluoromethylpyridine was formed in an amount of 30%. The rest was the hydrochloride of 2-amino-3-chloro-5-trimethylpyridine. |
Here is a chemical reaction formula: Reactants are:m1_m2_m5:NC1=NC=C(C=C1)C#N;m1_m2_m5:ClN1C(CCC1=O)=O;m3:ClNC1=NC=C(C=C1)C#N, Reagents are:m1_m2_m5:C(C)#N;m4:C(C)#N, and Products are 0:NC1=NC=C(C=C1Cl)C#N, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Into a 500 ml four-necked flask equipped with a stirrer, a thermometer and a reflux condenser, 6.0 g (0.05 mol) of 2-amino-5-cyanopyridine, 8.3 g (0.0625 mol) of N-chlorosuccinimide and 200 g of acetonitrile were added, and the reaction was conducted at 50° C. for one hour with stirring. During the reaction, the reaction product was analyzed by liquid chromatography, whereby formation of 2-chloroamino-5-cyanopyridine was confirmed. After completion of the reaction, acetonitrile was distilled off. To separate succinimide and the desired product, 50 g of water was added to the remaining product, and the mixture was stirred. Precipitated crystals were collected by filtration, washed with 50 g of toluene and dried to obtain 6.9 g of 2-amino-3-chloro-5-cyanopyridine as slightly brown crystals (purity as measured by liquid chromatography: 98%, yield: 88%). |
Here is a chemical reaction formula: Reactants are:m6:ClCl;m3:NC1=NC=C(C=C1)C(F)(F)F;m5:NC1=NC=C(C=C1)C#N;m4:NC1=NC=C(C=C1)[N+](=O)[O-], Reagents are:, and Products are 0:ClNC1=NC=C(C=C1)C(F)(F)F;0:ClNC1=NC=C(C=C1)[N+](=O)[O-];0:ClNC1=NC=C(C=C1)C#N, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The method according to claim 1, wherein 2-amino-5-trifluoromethylpyridine, 2-amino-5-nitropyridine or 2-amino-5-cyanopyridine is reacted with chlorine to form 2-chloroamino-5-trifluoromethylpyridine, 2-chloroamino-5-nitropyridine or 2-chloroamino-5-cyanopyridine, respectively, which is then subjected to a rearrangement reaction in the presence of at least one carboxylic acid selected from the group consisting of formic acid, acetic acid and propionic acid, to obtain 2-amino-3-chloro-5-trifluoromethylpyridine, 2-amino-3-chloro-5-nitropyridine or 2-amino-3-chloro-5-cyanopyridine. |
Here is a chemical reaction formula: Reactants are:m2:ClCl;m1:NC1=NC=C(C=C1)C(F)(F)F, Reagents are:, and Products are 0:ClNC1=NC=C(C=C1)C(F)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The method according to claim 1, wherein 2-amino-5-trifluoromethylpyridine is reacted with chlorine to form 2-chloroamino-5-trifluoromethylpyridine, which is then subjected to a rearrangement reaction in the presence of at least one carboxylic acid selected from the group consisting of formic acid, acetic acid and propionic acid to obtain 2-amino-3-chloro-5-trifluoromethylpyridine. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:C(C)(=O)C=1SC=CC1;m1_m2_m3_m4:Cl.CNC;m1_m2_m3_m4:Cl;m1_m2_m3_m4:C(C)(C)O, Reagents are:, and Products are 0:Cl.CN(CCC(=O)C=1SC=CC1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 8.18 g of 2-acetylthiophene, 6.66 g of dimethylamine hydrochloride, 2.9 g of paraformaldahyde and 0.31 g of concentrated hydrochloric acid in 20 ml of isopropanol was heated to reflux and stirred for 6 hours. The mixture was then cooled to 0° C. and stirred for one hour more. The slurry was then filtered, and the solid was washed with cold ethanol. The washed solid was dried for 16 hours at 50° C. to obtain 12.5 g of 2-thienyl 2-dimethylaminoethyl ketone hydrochloride, as a white solid. A 12.0 g portion of that intermediate product was stirred in 40 ml of ethanol at ambient temperature, and the pH of the solution was raised to 11-12 by slow addition of sodium hydroxide. A 1.03 g portion of sodium borohydride was added, and the mixture was stirred at ambient temperature for 4 hours. Then 7.5 ml of acetone was added, and the mixture was stirred for 20 minutes more. The mixture was then concentrated by evaporation to a white slurry, and 120 ml of methyl t-butyl ether was added. The mixture was acidified to pH 1-1.5 by addition of concentrated hydrochloric acid, and the solution was stirred for ten minutes. The pH was then made basic to pH 12 by slow addition of sodium hydroxide. |
Here is a chemical reaction formula: Reactants are:m2:[H-].[Na+];m3:C(C1=CC=CC=C1)(=O)[O-].[K+];m4:FC1=CC=CC2=CC=CC=C12;m1_m5:CN(CC[C@@H](C=1SC=CC1)O)C, Reagents are:m9:C(C)(=O)O;m10:O;m7:CCCCCC;m1_m5:CS(=O)C;m8:CCCCCC;m6:C(C)(=O)OCC, and Products are 0:CN(CC[C@@H](C=1SC=CC1)OC1=CC=CC2=CC=CC=C12)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A 1.60 g portion of (S)-(-)-N,N-dimethyl-3-hydroxy-3-(2-thienyl)propanamine was dissolved in 8 ml of dimethylsulfoxide at ambient temperature, to which was added 0.35 g of sodium hydride as a 60% dispersion in mineral oil with vigorous stirring. After 30 minutes of stirring, 0.28 g of potassium benzoate was added, and stirring was continued for 10 minutes more. Then 1.52 g of 1-fluoronaphthalene was added and the mixture was then stirred at 50° C. for 8 hours. The reaction mixture was poured slowly into 30 ml of cold water, and the pH was adjusted to 4.8 by addition of acetic acid. Fifteen ml of hexane was added, the mixture was stirred for 10 minutes, and the layers were separated. The aqueous phase was stirred again with 15 ml of hexane and the phases separated. The pH of the aqueous phase was adjusted to 12.5 by addition of aqueous sodium hydroxide, and 15 ml of ethyl acetate was added. The basic mixture was stirred at ambient temperature for 10 minutes, and the layers were separated. The aqueous phase was extracted with another 15 ml portion of ethyl acetate, and the organic extracts were combined, washed once with 30 ml of water, and dried over magnesium sulfate. The solvent was removed under vacuum to obtain a red-brown oil which was dissolved in the minimal amount of 1:1 ethyl acetate:hexane. The solution was flushed through a pad of silica gel using as eluant, ethyl acetate:hexane:methanol:amonium hydroxide, 47:47:5.8:0.2. The product fraction was evaporated under vacuum to obtain 2.3 g of the desired product as an amber oil. |
Here is a chemical reaction formula: Reactants are:m2_m3:C([O-])([O-])=O.[K+].[K+];m2_m3:BrCC(=O)OC;m4:BrCC(=O)OC;m1_m5:NC1=C(C#N)C=CC(=C1)Cl, Reagents are:m6:C(C)(=O)OCC;m1_m5:CN(C=O)C, and Products are 0:C(=O)(OC)CNC1=C(C#N)C=CC(=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve 2-amino-4-chlorobenzonitrile (12.9 g, 85 mmol) in anhydrous dimethylformamide (15 mL). Add potassium carbonate (7.6 g, 90 mmol) and methyl bromoacetate (7.8 mL, 90 mmol) and stir at 70° C. for 5 days. Add additional methyl bromoacetate (78 mL, 90 mmol) and continue heating for 1 day. Dilute with ethyl acetate (300 mL), wash with water, separate the organic phase and dry (MgSO4). Evaporate the solvent in vacuo and purify by flash chromatography (25% ethyl acetate/hexane). Recrystallize (hexane) to give the title compound (7 g, 36%). |
Here is a chemical reaction formula: Reactants are:m2_m3:C(C)N(CC)CC;m2_m3:C(C)(=O)OC=1C(C(=O)Cl)=CC=CC1;m1_m5:NC1=C(NC2=CC(=CC=C12)Cl)C(=O)OC;m4:C(C)(=O)OCC, Reagents are:m1_m5:O1CCCC1, and Products are 0:C(C)(=O)OC1=C(C(CNC2=C(NC3=CC(=CC=C23)Cl)C(=O)O)=O)C=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve 3-amino-2-carbmethoxy-6-chloroindole (1 g, 4.4 mmol) in anhydrous tetrahydrofuran (50 mL). Add triethylamine (4.8 mmol) and acetylsalicoyl chloride (4.8 mmol) and stir for 5 minutes. Dilute into ethyl acetate (500mL), separate the organic phase, wash with water, saturated sodium hydrogencarbonate and saturated sodium chloride. Dry and evaporate the solvent in vacuo. Recrystallize to give the title compound (1.3 g, 79%); mp 184°-86° C. |
Here is a chemical reaction formula: Reactants are:m2:FC(C(=O)O)(F)F;m3:C(C)(=O)OCC;m1_m4:C(C(=O)C1=CC=CC=C1)CNC1=C(N(C2=CC(=CC=C12)Cl)C(=O)OC(C)(C)C)C(=O)OC, Reagents are:m1_m4:C(Cl)Cl, and Products are 0:C(C(=O)C1=CC=CC=C1)CNC1=C(NC2=CC(=CC=C12)Cl)C(=O)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve 3-[(phenacyl)methylamino]-2-carbmethoxy-6-chloro-1-(tert-butyloxycarbonyl)-indole from above in methylene chloride (3 mL). Add trifluoracetic acid (1mL) and stir for 2 hours. Dilute into ethyl acetate and rinse with saturated sodium bicarbonate. Dry the organic phase over magnesium sulfate, filter and concentrate in vacuo to yield the title compound. |
Here is a chemical reaction formula: Reactants are:m5_m6:O;m1_m2_m3:C(C(=O)C1=CC=CC=C1)CNC1=C(NC2=CC(=CC=C12)Cl)C(=O)OC;m1_m2_m3:O1CCCC1;m1_m2_m3:O;m4:[OH-].[Li+], Reagents are:m5_m6:C(C)(=O)OCC, and Products are 0:C(C(=O)C1=CC=CC=C1)CNC1=C(NC2=CC(=CC=C12)Cl)C(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve 3-[(phenacyl)methylamino]-2-carbmethoxy-6-chloroindole from above,in tetrahydrofuran (5 mL) and water (5 mL). Add lithium hydroxide and stir for 8 hours at 40° C. Dilute the reaction with water(10 mL) and ethyl acetate (10 mL). Separate the layers and acidify the aqueous layer. Extract the aqueous with ethyl acetate, dry the organic phase over magnesium sulfate, filter and concentrate in vacuo. Recrystallize from ethyl acetate/hexane to yield the title compound (75 mg); mp 250°-255° C. |
Here is a chemical reaction formula: Reactants are:m2:C(C)N(CC)CC;m1:NC1=C(NC2=CC(=CC=C12)Cl)C(=O)OC;m4:C(C)(=O)OCC;m3:FC=1C=C(C(=O)Cl)C=CC1, Reagents are:m5:C(Cl)Cl, and Products are 0:FC=1C=C(C(CNC2=C(NC3=CC(=CC=C23)Cl)C(=O)OC)=O)C=CC1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Suspend the 3-amino-2-carbmethoxy-6-chloroindole (1 g, 4.45 mmol) in methylene chloride (50 mL) and add triethylamine (0.416 mL, 4.6 mmol) to produce a mostly clear solution. Add the m-fluorobenzoyl chloride (0.561 mL, 4.6 mmol) and stir for five minutes at room temperature to produce a thick white precipitate. Dilute the reaction with ethyl acetate (700 mL), rinse with water, dry over magnesium sulfate, filter and concentrate in vacuo to 300 mL. Recrystallize by adding hot hexane (150 mL) to the already hot solution of ethyl acetate to yield the title compound. |
Here is a chemical reaction formula: Reactants are:m1_m3:FC=1C=C(C(CCNC2=C(N(C3=CC(=CC=C23)Cl)C(=O)OC(C)(C)C)C(=O)OC)=O)C=CC1;m2:FC(C(=O)O)(F)F, Reagents are:m1_m3:C(Cl)Cl;m4:C(C)(=O)OCC, and Products are 0:FC=1C=C(C(CCNC2=C(NC3=CC(=CC=C23)Cl)C(=O)OC)=O)C=CC1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve 3-[(m-fluorophenacyl)methylamino]-2-carbmethoxy-6-chloro-1-(tert-butyloxycarbonyl)-indole from above in methylene chloride (5 mL). Add trifluoraceticacid (5 mL) and stir for 4 hours at room temperature. Dilute with ethyl acetate (50 mL) and rinse with 1N sodium hydroxide, saturated sodium chloride, dry over magnesium sulfate, filter and concentrate in vacuo. Purify the residue by flash chromatography (30% ethyl acetate/hexane) and recrystallize from ethyl acetate/hexane to yield the title compound (700 mg, 70%). |
Here is a chemical reaction formula: Reactants are:m2:[OH-].[Li+];m3:CO;m1_m5_m6:FC=1C=C(C(CCNC2=C(NC3=CC(=CC=C23)Cl)C(=O)OC)=O)C=CC1;m7_m4:C(C)(=O)OCC, Reagents are:m1_m5_m6:O1CCCC1;m1_m5_m6:O;m7_m4:O, and Products are 0:FC=1C=C(C(CCNC2=C(NC3=CC(=CC=C23)Cl)C(=O)O)=O)C=CC1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve 3-[(m-fluorophenacyl)methylamino]-2-carbmethoxy-6-chloroindole (650 mg, 1.8 mmol) in tetrahydrofuran (10 mL) and water (10 mL). Add lithium hydroxide (227 mg, 5.4 mmol). Add methanol dropwise until an homogeneous solution forms. Stir the reaction at room temperature overnight. Dilute the reaction with water(10 mL) and ethyl acetate (25 mL). Acidify with 1N HCl and separate the layers. Dry the organic phase over magnesium sulfate, filter and concentrate 50% with heat. Reconstitutewit h hot hexane. Repeat the concentration and reconstitution steps and cool to yield the title compound (550 mg, 89%); mp 258°-260°C. |
Here is a chemical reaction formula: Reactants are:m4:C(C)(=O)OCC;m1:NC1=C(NC2=CC(=CC=C12)Cl)C(=O)OC;m2:C(C)N(CC)CC;m3:FC1=CC=C(C(=O)Cl)C=C1, Reagents are:m5:C(Cl)Cl, and Products are 0:FC1=CC=C(C(CNC2=C(NC3=CC(=CC=C23)Cl)C(=O)OC)=O)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Suspend the 3-amino-2-carbmethoxy-6-chloroindole (1.15 g, 5.12 mmol) in methylene chloride (80 mL) and add triethylamine (0.497 mL, 5.5 mmol). Addthe p-fluorobenzoyl chloride (0.650 mL, 5.5 mmol) and stir for 30 minutes at room temperature to produce a precipitate. Dilute the reaction with ethyl acetate (150 mL), rinse with water, dry over magnesium sulfate, filter and concentrate in vacuo to yield the title compound. |
Here is a chemical reaction formula: Reactants are:m1_m3:FC1=CC=C(C(CCNC2=C(N(C3=CC(=CC=C23)Cl)C(=O)OC(C)(C)C)C(=O)OC)=O)C=C1;m2:FC(C(=O)O)(F)F, Reagents are:m1_m3:C(Cl)Cl;m4:C(C)(=O)OCC, and Products are 0:FC1=CC=C(C(CCNC2=C(NC3=CC(=CC=C23)Cl)C(=O)OC)=O)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve 3-[(p-fluorophenacyl)methylamino]-2-carbmethoxy-6-chloro-1-(tert-butyloxycarbonyl)-indole from above in methylene chloride (5 mL). Add trifluoraceticacid (5 mL) and stir for 4 hours at room temperature. Dilute with ethyl acetate (50 mL) and rinse with 1N sodium hydroxide, saturated sodium chloride, dry over magnesium sulfate, filter and concentrate in vacuo. Purify the residue by flash chromatography (30% ethyl acetate/hexane) and recrystallize from ethyl acetate/hexane to yield the title compound (1.0 g, 62%). |
Here is a chemical reaction formula: Reactants are:m3:CO;m2:[OH-].[Li+];m1_m5:FC1=CC=C(C(CCNC2=C(NC3=CC(=CC=C23)Cl)C(=O)OC)=O)C=C1;m7_m4:C(C)(=O)OCC, Reagents are:m1_m5:O1CCCC1;m7_m4:O;m6:O, and Products are 0:FC1=CC=C(C(CCNC2=C(NC3=CC(=CC=C23)Cl)C(=O)O)=O)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve 3-[(p-fluorophenacyl)methylamino]-2-carbmethoxy-6-chloroindole 650mg, 1.8 mmol) in tetrahydrofuran (10 mL) and water (10 mL). Add lithium hydroxide (227 mg, 5.4 mmol). Add methanol dropwise until an homogeneous solution forms. Stir the reaction at room temperature overnight. Dilute the reaction with water(10 mL) and ethyl acetate (25 mL). Acidify with 1N HCl and separate the layers. Dry the organic phase over magnesium sulfate,filter and concentrate 50% with heat. Reconstitute with hot hexane. Repeat the concentration and reconstitution steps and cool to yield the title compound (0.560 mg, 90%); mp 248°-250° C. |
Here is a chemical reaction formula: Reactants are:m3:FC=1C=C(C(=O)Cl)C=CC1F;m4:C(C)(=O)OCC;m2:C(C)N(CC)CC;m1:NC1=C(NC2=CC(=CC=C12)Cl)C(=O)OC, Reagents are:m5:C(Cl)Cl, and Products are 0:FC=1C=C(C(CNC2=C(NC3=CC(=CC=C23)Cl)C(=O)OC)=O)C=CC1F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Suspend the 3-amino-2-carbmethoxy-6-chloroindole (1.15 g, 5.2 mmol) in methylene chloride (80 mL) and add triethylamine (0,497 mL, 5.5 mmol). Addthe 3,4-difluorobenzoyl chloride (0.692 mL, 5.5 mmol) and stir for 30 minutes at room temperature to produce a precipitate. Dilute the reaction with ethyl acetate, rinse with water, dry over magnesium sulfate, filter and concentrate in vacuo to yield the title compound. |
Here is a chemical reaction formula: Reactants are:m2_m3:BrCC(=O)OCC;m2_m3:C([O-])([O-])=O.[K+].[K+];m4:C(C)(=O)OCC;m1_m5:FC(CC(=O)N)(F)F.FC1=CC=C(C#N)C=C1, Reagents are:m1_m5:CN(C=O)C, and Products are 0:C(=O)(OCC)CNC1=C(C#N)C=CC(=C1)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Dissolve the 2-trifluoromethylacetamide-4-fluorobenzonitrile (1 g, 4.3 mmol) in dimethylformamide (4 mL) under an atmosphere of nitrogen. Add ethyl bromoacetate (0.954 mL, 8.6 mmol), potassium carbonate (1.1 g, 8.6 mmol) and heat to 50° C. for 2.5 hours. Dilute the reaction with ethyl acetate and rinse the organic phase with water. Dry the organic phase, filter and concentrate in vacuo to yield the title compound (1.1 g). |
Here is a chemical reaction formula: Reactants are:m3:C(C1=CC=CC=C1)(=O)Cl;m4:C(C)(=O)OCC;m2:C(C)N(CC)CC;m1:NC1=C(NC2=CC(=CC=C12)F)C(=O)OCC, Reagents are:m5:C(Cl)Cl, and Products are 0:C(C(=O)C1=CC=CC=C1)NC1=C(NC2=CC(=CC=C12)F)C(=O)OCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Suspend 3-Amino-2-carbethoxy-6-fluoroindole (1.1 eq) in methylene chloride and add triethylamine (1.1 eq). Add benzoyl chloride (1.1 eq) and stir for30 minutes at room temperature to produce a precipitate. Dilute the reaction with ethyl acetate, rinse with water, dry over magnesium sulfate,filter and concentrate in vacuo to yield the title compound (1.26 g). |