1-Cyclohexyl-2-(furan-3-yl)-1H-benzimidazole-5-carboxylic acid → N-[(1S)-2-amino-1-[(5-amino-1H-indol-3-yl)methyl]-2-oxo-ethyl]-1-cyclohexyl-2-(3-furyl)benzimidazole-5-carboxamide
Reaktionsgleichung
[N+:1]([C:4]1[CH:18]=[C:17]2[C:7]([NH:8][CH:9]=[C:10]2[CH2:11][C@@H:12]([C:14]([NH2:16])=[O:15])[NH2:13])=[CH:6][CH:5]=1)([O-])=O.[CH:19]1([N:25]2[C:29]3[CH:30]=[CH:31][C:32]([C:34](O)=[O:35])=[CH:33][C:28]=3[N:27]=[C:26]2[C:37]2[CH:41]=[CH:40][O:39][CH:38]=2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>>[NH2:1][C:4]1[CH:18]=[C:17]2[C:7](=[CH:6][CH:5]=1)[NH:8][CH:9]=[C:10]2[CH2:11][C@H:12]([NH:13][C:34]([C:32]1[CH:31]=[CH:30][C:29]2[N:25]([CH:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[C:26]([C:37]3[CH:41]=[CH:40][O:39][CH:38]=3)=[N:27][C:28]=2[CH:33]=1)=[O:35])[C:14](=[O:15])[NH2:16]Komponenten
3
Versuchsvorschrift
The 5-nitrotryptophan amide derivative of example 53 was coupled to the carboxylic acid of example 2 in the usual manner. The nitro group was then reduced to the corresponding amine using SnCl2 dihydrate as described in example 48, to give the title compound of example 54 after purification by preparative C18 reversed-phase HPLC.