HCID 57010663, compound → HCID 70058296, compound

HRID 1780268Notes

Reaction equation

HRID 1780268 reaction equation
C(OC([N:11]([C:19]([CH3:24])([CH3:23])[CH:20]([OH:22])[CH3:21])[C:12](=[O:18])[C@@H:13]1[CH2:17][CH2:16][CH2:15][NH:14]1)=O)C1C=CC=CC=1.[CH2:25]([O:32][C:33]([NH:35][C@H:36]([C:41]([NH:43][C@@H:44]([CH2:50][C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1)[C@H:45]([OH:49])[C:46]([OH:48])=O)=[O:42])[CH2:37][C:38](=[O:40])[NH2:39])=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH2:25]([O:32][C:33]([NH:35][C@H:36]([C:41]([NH:43][C@@H:44]([CH2:50][C:51]1[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=1)[C@H:45]([OH:49])[C:46]([N:14]1[CH2:15][CH2:16][CH2:17][C@H:13]1[C:12]([NH:11][C:19]([CH3:23])([CH3:24])[CH:20]([OH:22])[CH3:21])=[O:18])=[O:48])=[O:42])[CH2:37][C:38](=[O:40])[NH2:39])=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 57010663HCID 57010663, compoundHCID 57125825(2S,3S)-3-(N2-benzyloxycarbonyl-L-asparaginyl)amino-2-hydroxy-4-phenylbutyric acid

Product 1

HCID 70058296HCID 70058296, compoundYield 65.3%

Procedure

79 mg (0.24 mmol) of N-benzyloxycarbonyl-N-(1,1-dimethyl-2-hydroxypropyl)-L-prolinamide were subjected to debenzyloxycarbonylation in a similar manner to that described in Example 17, and then the resulting product was condensed with 106 mg (0.24 mmol) of (2S,3S)-3-(N2 -benzyloxycarbonyl-L-asparaginyl)amino-2-hydroxy-4-phenylbutyric acid in a similar manner to that described in Example 1, to give 98 mg of the title compound as a colorless powder, melting at 102°-104° C.

Sources & evidence

ORD record
ord-fb2a2a17208942e7a8240f8afc3caa61
Source dataset
uspto-grants-1997_05
Patent number
US05629406

Reaction notes

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