Dicyclohexylcarbodiimide → HCID 178427521, compound

HRID 467358Notes

Reaction equation

HRID 467358 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@@H:2]([C:20]([NH:22][C@H:23]([C:39]([O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)=[O:40])[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:27][CH:26]=1)=[O:21])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:19])[NH:8][S:9]([C:12]1[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=1)(=[O:11])=[O:10].[NH:56]([C:68]([O:70][C:71]([CH3:74])([CH3:73])[CH3:72])=[O:69])[C@H:57]([C:65]([OH:67])=O)[CH2:58][C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1.C1C2C3C(=O)N(O)C(=O)C3C1C=C2.C1CCC(N=C=NC2CCCCC2)CC1>>[NH:56]([C:68]([O:70][C:71]([CH3:74])([CH3:73])[CH3:72])=[O:69])[C@H:57]([C:65]([NH:1][C@@H:2]([C:20]([NH:22][C@H:23]([C:39]([O:41][CH2:42][C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)=[O:40])[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:27][CH:26]=1)=[O:21])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:19])[NH:8][S:9]([C:12]1[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=1)(=[O:10])=[O:11])=[O:67])[CH2:58][C:59]1[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=1

Participants

5

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 895293a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 178427594HCID 178427594, compound

Product 1

HCID 178427521HCID 178427521, compound

Procedure

Using 3.7 g Boc-D-Arg(Tos)-Tyr(Bzl)-OBzl, 1.40 g Boc-Phe-OH, 1.05 g HONB and 1.20 g DCC, the desired product was obtained in exactly the same manner as in Example 1-(II).

Sources & evidence

ORD record
ord-26b0be4090094d86ad409720a66cae7b
Source dataset
uspto-grants-1992_10
Patent number
US05159061

Reaction notes

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