Dicyclohexylcarbodiimide → N2 [3(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N1 tert.butyl-L-prolinamide

반응식

C(OC([NH:11][C@H:12]([C:20]([OH:22])=O)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O)C1C=CC=CC=1.O[C:24]1C2N=[N:30][NH:29]C=2C=CC=1.C1(N=C=NC2CCCCC2)CCCCC1.[C:48]([N:52]1[CH2:59][CH2:58][CH2:57][C@H:53]1[C:54]([NH2:56])=[O:55])([CH3:51])([CH3:50])[CH3:49]>>[N:29]#[N:30].[NH2:11][C@@H:12]([CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C@H:20]([OH:22])[CH2:24][C@@:53]1([C:54]([NH2:56])=[O:55])[CH2:57][CH2:58][CH2:59][N:52]1[C:48]([CH3:51])([CH3:49])[CH3:50]

참가 물질

반응물 4

HCID 10868Dicyclohexylcarbodiimide

HCID 70878Benzyloxycarbonyl-L-phenylalanine

HCID 54424267(S)-1-(tert-Butyl)pyrrolidine-2-carboxamide

HCID 178418300HCID 178418300, 화합물

생성물 1

HCID 86746262N2 [3(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N1 tert.butyl-L-prolinamide

실험 절차

In a manner analogous to that described in Example 92, from 0.15 g of N-(benzyloxycarbonyl)-L-phenylalanine, 0.066 g of hydroxybenzotriazole, 0.1 g of dicyclohexylcarbodiimide and 0.166 g of N2 -[3(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-L-prolinamide there was obtained 0.1 g of N2 -[3(S)-[N-(benzyloxycarbonyl)-L-phenylalanyl]amino]-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-L-prolinamide as a white solid of melting point 78°-80° C.