Reaction SMILES: [CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15]([O:17][C@H:18]3[CH2:61][N:21]4[C:22](=[O:60])[C@@H:23]([NH:49][C:50](=[O:59])[O:51][C:52]([CH3:58])([CH3:57])[C:53]([F:56])([F:55])[F:54])[C@H:24]([CH3:48])[CH2:25][C@H:26]([CH3:47])[CH2:27][CH2:28][CH:29]=[CH:30][C@@H:31]5[CH2:36][C@@:32]5([C:37](=[O:46])[NH:38][S:39]([C:42]5([CH3:45])[CH2:44][CH2:43]5)(=[O:41])=[O:40])[NH:33][C:34](=[O:35])[C@@H:20]4[CH2:19]3)[CH:14]=[C:13]([C:62]3[CH:67]=[N:66][CH:65]=[CH:64][N:63]=3)[N:12]=2)=[CH:7][CH:6]=1)([CH3:3])[CH3:2].O[C@H]1CN2C(=O)[C@@H](NC(=O)OC(C)(C)C)[C@H](C)CC(C)CCC=C[C@@H]3C[C@@]3(C(=O)NS(C3(C)CC3)(=O)=O)NC(=O)[C@@H]2C1.C1(S(NC([C@@]23C[C@H]2C=CCCC(C)C[C@@H](CC)[C@H](NC(=O)OC(C)(C)C)C(=O)N2C[C@H](O)C[C@H]2C(=O)N3)=O)(=O)=O)CC1.C1(S(NC([C@@]23C[C@H]2C=CCCC(C)C[C@@H](C)[C@H](NC(=O)OC(C)(C)C)C(=O)N2C[C@H](O)C[C@H]2C(=O)N3)=O)(=O)=O)CC1.C(=O)(OC(C)(C)C)N>>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15]([O:17][C@H:18]3[CH2:61][N:21]4[C:22](=[O:60])[C@@H:23]([NH:49][C:50](=[O:59])[O:51][C:52]([CH3:58])([CH3:57])[C:53]([F:56])([F:54])[F:55])[C@H:24]([CH3:48])[CH2:25][C@@H:26]([CH3:47])[CH2:27][CH2:28][CH:29]=[CH:30][C@@H:31]5[CH2:36][C@@:32]5([C:37](=[O:46])[NH:38][S:39]([C:42]5([CH3:45])[CH2:43][CH2:44]5)(=[O:41])=[O:40])[NH:33][C:34](=[O:35])[C@@H:20]4[CH2:19]3)[CH:14]=[C:13]([C:62]3[CH:67]=[N:66][CH:65]=[CH:64][N:63]=3)[N:12]=2)=[CH:7][CH:6]=1)([CH3:2])[CH3:3]
Reactant: CC(C)Oc1ccc(-c2cc(O[C@@H]3C[C@H]4C(=O)N[C@]5(C(=O)NS(=O)(=O)C6(C)CC6)C[C@H]5C=CCC[C@@H](C)C[C@@H](C)[C@H](NC(=O)OC(C)(C)C(F)(F)F)C(=O)N4C3)cc(-c3cnccn3)n2)cc1
Agent: CC(C)(C)OC(N)=O
Agent: CC(C)Oc1ccc(-c2cc(O[C@@H]3C[C@H]4C(=O)N[C@]5(C(=O)NS(=O)(=O)C6(C)CC6)C[C@H]5/C=C\CC[C@@H](C)C[C@@H](C)[C@H](NC(=O)OC(C)(C)C(F)(F)F)C(=O)N4C3)cc(-c3cnccn3)n2)cc1
Agent: CC(C)Oc1ccc(-c2cc(O[C@@H]3C[C@H]4C(=O)N[C@]5(C(=O)NS(=O)(=O)C6(C)CC6)C[C@H]5/C=C\CC[C@H](C)C[C@@H](C)[C@H](NC(=O)OC(C)(C)C(F)(F)F)C(=O)N4C3)cc(-c3cnccn3)n2)cc1
Product: CC(C)Oc1ccc(-c2cc(O[C@@H]3C[C@H]4C(=O)N[C@]5(C(=O)NS(=O)(=O)C6(C)CC6)C[C@H]5C=CCC[C@H](C)C[C@@H](C)[C@H](NC(=O)OC(C)(C)C(F)(F)F)C(=O)N4C3)cc(-c3cnccn3)n2)cc1

Procedure:
Regarding the general synthesis of Compound 1001: The following intermediates are interchangeable with tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-2-hydroxy-7,9-dimethyl-14a-(((1-methylcyclopropyl)sulfonyl)carbamoyl)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate in step 1 of the synthesis pathway: tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-2-hydroxy-7,9-dimethyl-14a-(((1-methylcyclopropyl)sulfonyl)carbamoyl)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate; tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-2-hydroxy-7,9-dimethyl-14a-(((1-methylcyclopropyl)sulfonyl)carbamoyl)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate; tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-14a-((cyclopropylsulfonyl)carbamoyl)-7-ethyl-2-hydroxy-9-methyl-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate; tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-14a-((cyclopropylsulfonyl)carbamoyl)-2-hydroxy-7,9-dimethyl-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate. Compounds containing a tert-butyl carbamate moiety can be accessed by following the general procedure of Compound 1001 but stopping after the first step.