Dicyclohexylcarbodiimide → HCID 178512174, compound

HRID 1196299Notes

Reaction equation

HRID 1196299 reaction equation
[NH:1]([C:43](OC(C)(C)C)=[O:44])[C@H:2]([C:12]([N:14]1[CH2:42][CH2:41][CH2:40][C@@H:15]1[C:16]([NH:18][C@H:19]([C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])[CH2:20][CH2:21][CH2:22][NH:23][C:24](=[NH:29])[NH:25][N+:26]([O-:28])=[O:27])=[O:17])=[O:13])[CH2:3][O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH:50]([C:59]([O:61][CH2:62][C:63]1[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=1)=[O:60])[C@H:51](C(O)=O)[CH2:52][C:53](=[O:55])[NH2:54].C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>Cl.CCOC(C)=O>[NH:50]([C:59]([O:61][CH2:62][C:63]1[CH:64]=[CH:65][CH:66]=[CH:67][CH:68]=1)=[O:60])[C@H:51]([C:43]([NH:1][C@H:2]([C:12]([N:14]1[CH2:42][CH2:41][CH2:40][C@@H:15]1[C:16]([NH:18][C@H:19]([C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])[CH2:20][CH2:21][CH2:22][NH:23][C:24](=[NH:29])[NH:25][N+:26]([O-:28])=[O:27])=[O:17])=[O:13])[CH2:3][O:4][CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:44])[CH2:52][C:53](=[O:55])[NH2:54]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 75314Benzyloxycarbonyl-asparagineHCID 757711-HydroxybenzotriazoleHCID 178454226HCID 178454226, compound

Product 1

HCID 178512174HCID 178512174, compound

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

The desired compound was prepared from 3.0 g of Boc-Ser(Bzl)-D-Pro-Arg(NO2)-OBzl, 10 ml of 4N HCl-AcOEt, 1.2 g of Z-Asn-OH, 0.9 g of HOBt and 0.95 g of DCC in the same manner as in Example 7-(3).

Sources & evidence

ORD record
ord-a934fb018c084778814f4aebeae3ee16
Source dataset
uspto-grants-1992_05
Patent number
US05112947

Reaction notes

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