HRID2418619

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID80170

2,5-Pyrrolidinedione, 1-hydroxy-

C4H5NO3

反应SMILES：CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)CN)C(N)=O

HCID7021411

Gly-L-Leu-L-Met-NH2

C13H26N4O3S

反应SMILES：CN(C(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C)[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)O

HCID131713811

未命名化合物

PRODUCTS

产物

反应SMILES：CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)N(C)C(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C)C(N)=O

HCID131713810

未命名化合物

收率 50%

PROCEDURE

实验过程

Condensation of BocPro-MePhe-PheOH (670 mg.) and HGly-Leu-MetNH2 (Example 7, 418 mg.) using dicyclohexylcarbodiimide and N-hydroxysuccinimide gave BocPro-MePhe-Phe-Gly-Leu-MetNH2 in 50% yield. De-t-butoxycarbonylation of BocPro-MePhe-Phe-Gly-Leu-MetNH2 (480 mg.) using hydrogen chloride in ethyl acetate gave HPro-MePhe-Phe-Bly-Leu-MetNH2, which was isolated as the amorphous white solid hydrochloride salt monohydrate in 85% yield.

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-e69bf57506594416b9ba772bfaa540f8
来源数据集: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US04472305
来源说明: uspto-grants-1984_09

反应SMILES

[N:1]1([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:31][CH2:30][CH2:29][C@H:2]1[C:3]([N:5]([CH3:28])[C@H:6]([C:14]([NH:16][C@H:17]([C:25](O)=[O:26])[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].[NH2:39][CH2:40][C:41]([NH:43][C@H:44]([C:49]([NH:51][C@H:52]([C:57]([NH2:59])=[O:58])[CH2:53][CH2:54][S:55][CH3:56])=[O:50])[CH2:45][CH:46]([CH3:48])[CH3:47])=[O:42].C1(N=C=NC2CCCCC2)CCCCC1.ON1C(=O)CCC1=O>>[N:1]1([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:31][CH2:30][CH2:29][C@H:2]1[C:3]([N:5]([CH3:28])[C@H:6]([C:14]([NH:16][C@H:17]([C:25]([NH:39][CH2:40][C:41]([NH:43][C@H:44]([C:49]([NH:51][C@H:52]([C:57]([NH2:59])=[O:58])[CH2:53][CH2:54][S:55][CH3:56])=[O:50])[CH2:45][CH:46]([CH3:48])[CH3:47])=[O:42])=[O:26])[CH2:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:15])[CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:4]