HCID 67862682, compound → HCID 178504745, compound

HRID 1885578Notes

Reaction equation

[CH2:1]([O:8][C:9]([NH:11][C@H:12]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([S:33]([CH3:36])(=[O:35])=[O:34])=[CH:29][CH:28]=1)[C@H:13]([OH:25])[C:14]([C:16]1([C:22](O)=[O:23])[CH2:20][CH2:19][CH2:18][CH:17]1[NH2:21])=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:37]([O:44][C:45](=[O:65])[C@H:46]([CH2:48][CH2:49][CH2:50][NH:51][C:52](=[NH:64])[NH:53][C:54]([O:56][CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)=[O:55])[NH2:47])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>>[CH2:37]([O:44][C:45](=[O:65])[C@H:46]([CH2:48][CH2:49][CH2:50][NH:51][C:52](=[NH:64])[NH:53][C:54]([O:56][CH2:57][C:58]1[CH:59]=[CH:60][CH:61]=[CH:62][CH:63]=1)=[O:55])[NH:47][C:22]([C:16]1([C:14](=[O:15])[C@@H:13]([OH:25])[C@H:12]([NH:11][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH2:26][C:27]2[CH:32]=[CH:31][C:30]([S:33]([CH3:36])(=[O:35])=[O:34])=[CH:29][CH:28]=2)[CH2:20][CH2:19][CH2:18][CH:17]1[NH2:21])=[O:23])[C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1

Participants

Reactant 2

HCID 67862682HCID 67862682, compound

HCID 178512186HCID 178512186, compound

Product 1

HCID 178504745HCID 178504745, compoundYield 30%

Procedure

By working in a way similar to that described in example 1 and using 1-[(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-(4-methylsulfonyl-phenyl)-butanoyl]-amino-1-cyclopentanecarboxylic acid (0.4 g; 0.00077 moles), prepared as described in example 15, and Nω -benzyloxycarbonyl-L-arginine benzyl ester (0.614 g; 0.00154 moles) as starting compounds, Nα -[1-[(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4(4-methylsulfonyl-phenyl)-butanoyl]-amino-1-cyclopentanecarbonyl]-Nω -benzyloxycarbonyl-L-arginine benzyl ester was obtained (0.207 g; 30% yield).

Workup

customprepared

Sources & evidence

ORD record: ord-eaf27167475b45199d0df458f1cd4b70
Source dataset: uspto-grants-1992_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05145872

Reaction notes

Loading…