Reaction SMILES: [NH:1](C(OC(C1C=C(OC)C=C(OC)C=1)(C)C)=O)[C@H:2]([C:24]([NH:26][C@H:27]([C:49]([NH:51][C@H:52]([C:60]([NH:62][C@H:63]([C:70]([NH:72][C@H:73]([C:78]([NH:80][C@H:81]([C:103]([NH:105][C@H:106]([C:109]([NH:111][C@H:112]([C:117]([NH:119][C@H:120]([C:133]([NH:135][C@H:136]([C:142]([NH:144][C@H:145]([C:150]([NH:152][C@H:153]([C:163]([NH:165][C@H:166]([C:171]([NH:173][C@H:174]([C:187]([NH:189][C@H:190]([C:212]([NH:214][C@H:215]([C:220]([O:222][C:223]([CH3:226])([CH3:225])[CH3:224])=[O:221])[CH2:216][C:217](=[O:219])[NH2:218])=[O:213])[CH2:191][S:192][C:193]([C:206]1[CH:211]=[CH:210][CH:209]=[CH:208][CH:207]=1)([C:200]1[CH:205]=[CH:204][CH:203]=[CH:202][CH:201]=1)[C:194]1[CH:199]=[CH:198][CH:197]=[CH:196][CH:195]=1)=[O:188])[CH2:175][C:176]1[CH:181]=[CH:180][C:179]([O:182][C:183]([CH3:186])([CH3:185])[CH3:184])=[CH:178][CH:177]=1)=[O:172])[CH2:167][C:168](=[O:170])[NH2:169])=[O:164])[CH2:154][CH2:155][C:156](=[O:162])[O:157][C:158]([CH3:161])([CH3:160])[CH3:159])=[O:151])[CH2:146][CH:147]([CH3:149])[CH3:148])=[O:143])[CH2:137][CH2:138][C:139](=[O:141])[NH2:140])=[O:134])[CH2:121][C:122]1[CH:127]=[CH:126][C:125]([O:128][C:129]([CH3:132])([CH3:131])[CH3:130])=[CH:124][CH:123]=1)=[O:118])[CH2:113][CH:114]([CH3:116])[CH3:115])=[O:110])[CH2:107][OH:108])=[O:104])[CH2:82][S:83][C:84]([C:97]1[CH:102]=[CH:101][CH:100]=[CH:99][CH:98]=1)([C:91]1[CH:96]=[CH:95][CH:94]=[CH:93][CH:92]=1)[C:85]1[CH:90]=[CH:89][CH:88]=[CH:87][CH:86]=1)=[O:79])[C@H:74]([CH2:76][CH3:77])[CH3:75])=[O:71])[CH2:64][O:65][C:66]([CH3:69])([CH3:68])[CH3:67])=[O:61])[C@@H:53]([CH3:59])[O:54][C:55]([CH3:58])([CH3:57])[CH3:56])=[O:50])[CH2:28][S:29][C:30]([C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:25])[CH2:3][S:4][C:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[F:243][C:244]([F:249])([F:248])[C:245]([OH:247])=[O:246].FC(F)(F)C(O)=O.C(Cl)Cl.C1(OC)C=CC=CC=1>N1C=CC=CC=1.O.C(Cl)Cl>[NH2:1][C@H:2]([C:24]([NH:26][C@H:27]([C:49]([NH:51][C@H:52]([C:60]([NH:62][C@H:63]([C:70]([NH:72][C@H:73]([C:78]([NH:80][C@H:81]([C:103]([NH:105][C@H:106]([C:109]([NH:111][C@H:112]([C:117]([NH:119][C@H:120]([C:133]([NH:135][C@H:136]([C:142]([NH:144][C@H:145]([C:150]([NH:152][C@H:153]([C:163]([NH:165][C@H:166]([C:171]([NH:173][C@H:174]([C:187]([NH:189][C@H:190]([C:212]([NH:214][C@H:215]([C:220]([O:222][C:223]([CH3:224])([CH3:225])[CH3:226])=[O:221])[CH2:216][C:217](=[O:219])[NH2:218])=[O:213])[CH2:191][S:192][C:193]([C:200]1[CH:201]=[CH:202][CH:203]=[CH:204][CH:205]=1)([C:194]1[CH:199]=[CH:198][CH:197]=[CH:196][CH:195]=1)[C:206]1[CH:207]=[CH:208][CH:209]=[CH:210][CH:211]=1)=[O:188])[CH2:175][C:176]1[CH:181]=[CH:180][C:179]([O:182][C:183]([CH3:185])([CH3:186])[CH3:184])=[CH:178][CH:177]=1)=[O:172])[CH2:167][C:168](=[O:170])[NH2:169])=[O:164])[CH2:154][CH2:155][C:156](=[O:162])[O:157][C:158]([CH3:161])([CH3:159])[CH3:160])=[O:151])[CH2:146][CH:147]([CH3:149])[CH3:148])=[O:143])[CH2:137][CH2:138][C:139](=[O:141])[NH2:140])=[O:134])[CH2:121][C:122]1[CH:123]=[CH:124][C:125]([O:128][C:129]([CH3:132])([CH3:131])[CH3:130])=[CH:126][CH:127]=1)=[O:118])[CH2:113][CH:114]([CH3:115])[CH3:116])=[O:110])[CH2:107][OH:108])=[O:104])[CH2:82][S:83][C:84]([C:85]1[CH:86]=[CH:87][CH:88]=[CH:89][CH:90]=1)([C:91]1[CH:96]=[CH:95][CH:94]=[CH:93][CH:92]=1)[C:97]1[CH:102]=[CH:101][CH:100]=[CH:99][CH:98]=1)=[O:79])[C@H:74]([CH2:76][CH3:77])[CH3:75])=[O:71])[CH2:64][O:65][C:66]([CH3:69])([CH3:68])[CH3:67])=[O:61])[C@@H:53]([CH3:59])[O:54][C:55]([CH3:56])([CH3:57])[CH3:58])=[O:50])[CH2:28][S:29][C:30]([C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)([C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:25])[CH2:3][S:4][C:5]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[F:243][C:244]([C:245]([OH:247])=[O:246])([F:249])[F:248]
Reactant: CC[C@H](C)[C@H](NC(=O)[C@H](COC(C)(C)C)NC(=O)[C@@H](NC(=O)[C@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)NC(=O)[C@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)NC(=O)OC(C)(C)c1cc(OC)cc(OC)c1)[C@@H](C)OC(C)(C)C)C(=O)N[C@@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc(OC(C)(C)C)cc1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)OC(C)(C)C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccc(OC(C)(C)C)cc1)C(=O)N[C@@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)N[C@@H](CC(N)=O)C(=O)OC(C)(C)C
Solvent: ClCCl
Solvent: O=C(O)C(F)(F)F
Solvent: O
Product: CC[C@H](C)[C@H](NC(=O)[C@H](COC(C)(C)C)NC(=O)[C@@H](NC(=O)[C@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)NC(=O)[C@@H](N)CSC(c1ccccc1)(c1ccccc1)c1ccccc1)[C@@H](C)OC(C)(C)C)C(=O)N[C@@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc(OC(C)(C)C)cc1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)OC(C)(C)C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccc(OC(C)(C)C)cc1)C(=O)N[C@@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)N[C@@H](CC(N)=O)C(=O)OC(C)(C)C
Temperature: 25 °C
Reaction time: 4 h

Procedure:
10.26 g (3 mmoles) of Ddz-Cys(Trt)-Cys(Trt)-Thr(But)-Ser(But)-Ile-Cys(Trt)-Ser-Leu-Tyr(But)-Gln-Leu-Glu(OBut)-Asn-Tyr(But)-Cys(Trt)-Asn-OBut are dissolved, while stirring, in a mixture of 5.25 ml (60 mmoles) of trifluoroacetic acid, 1.05 ml of water and 99 ml of methylene chloride (=about 105 ml of a 5 percent strength trifluoroacetic acid/methylene chloride solution containing 1% of water) and 10.5 ml of anisole. The mixture is stirred for 4 hours at room temperature. 10.5 ml of pyridine are then added and the mixture is concentrated. Remaining volatile material is distilled off in a high vacuum. The oily residue is triturated with ether and the precipitate is filtered off and dried. The substance is then washed with water and dried over P2O5. For further purification, the substance is boiled three times with 10 ml of ethyl acetate at a time and is in each case filtered off hot.