Dicyclohexylcarbodiimide → HCID 178462340, compound

HRID 1196292Notes

Reaction equation

HRID 1196292 reaction equation
[NH:1]([C:37](OC(C)(C)C)=[O:38])[C@H:2]([C:6]([N:8]1[CH2:36][CH2:35][CH2:34][C@H:9]1[C:10]([NH:12][C@H:13]([C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[CH2:14][CH2:15][CH2:16][NH:17][C:18](=[NH:23])[NH:19][N+:20]([O-:22])=[O:21])=[O:11])=[O:7])[C@@H:3]([CH3:5])[OH:4].Cl.CCOC(C)=O.[NH:51]([C:60]([O:62][CH2:63][C:64]1[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=1)=[O:61])[C@H:52](C(O)=O)[CH2:53][C:54](=[O:56])[NH2:55].C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>>[NH:51]([C:60]([O:62][CH2:63][C:64]1[CH:65]=[CH:66][CH:67]=[CH:68][CH:69]=1)=[O:61])[C@H:52]([C:37]([NH:1][C@H:2]([C:6]([N:8]1[CH2:36][CH2:35][CH2:34][C@H:9]1[C:10]([NH:12][C@H:13]([C:24]([O:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:25])[CH2:14][CH2:15][CH2:16][NH:17][C:18](=[NH:23])[NH:19][N+:20]([O-:22])=[O:21])=[O:11])=[O:7])[C@@H:3]([CH3:5])[OH:4])=[O:38])[CH2:53][C:54](=[O:56])[NH2:55]

Participants

6

Reactant 5

HCID 10868DicyclohexylcarbodiimideHCID 75314Benzyloxycarbonyl-asparagineHCID 757711-HydroxybenzotriazoleHCID 21866389Hydrogen chloride-ethyl acetateHCID 178462346HCID 178462346, compound

Product 1

HCID 178462340HCID 178462340, compound

Procedure

The desired compound was prepared from 3.0 g of Boc-Thr-Pro-Arg(NO2)-OBzl, 15 ml of 4N HCl-AcOEt, 1.2 g of Z-Asn-OH, 1.2 g of HOBt and 1.1 g of DCC in the same manner as in Example 7-(3).

Sources & evidence

ORD record
ord-590f2c41e40b4ebc90a48ceabfc6a418
Source dataset
uspto-grants-1992_05
Patent number
US05112947

Reaction notes

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