HRID2418532

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID80170

2,5-Pyrrolidinedione, 1-hydroxy-

C4H5NO3

结构：CN(C(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C)[C@@H](Cc1ccccc1)C(=O)NCC(=O)O

HCID131713702

未命名化合物

结构：CSCC[C@H](NC(=O)[C@@H](N)CCC(C)C)C(N)=O.Cl

HCID131713703

未命名化合物

PRODUCTS

生成物

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

HCID131713701

未命名化合物

收率 100%

PROCEDURE

实验过程

Condensation of BocPro-Phe-MePhe-GlyOH (0.76 g.) and HLeu-MetNH2 hydrochloride salt (Example 1, 0.39 g.) using dicyclohexylcarbodiimide and N-hydroxysuccinimide gave BocPro-Phe-MePhe-Gly-Leu-MetNH2 in 100% yield. De-t-butoxycarbonylation of BocPro-Phe-MePhe-Gly-Leu-MetNH2 (1.07 g.) using hydrogen chloride in acetic acid gave HPro-Phe-MePhe-Gly-Leu-MetNH2, which was isolated as the amorphous white solid phosphate (1:1) salt dihydrate in 22% yield.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-715fe5a9b14646dc8ec12ffb084b5fe9
来源数据集: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04472305
来源说明: uspto-grants-1984_09

反应 SMILES

[N:1]1([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:35][CH2:34][CH2:33][C@H:2]1[C:3]([NH:5][C@H:6]([C:14]([N:16]([CH3:32])[C@H:17]([C:25]([NH:27][CH2:28][C:29]([OH:31])=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].[NH2:43][C@H:44]([C:50]([NH:52][C@H:53]([C:58]([NH2:60])=[O:59])[CH2:54][CH2:55][S:56][CH3:57])=[O:51])[CH2:45][CH2:46][CH:47](C)C.Cl.[CH:62]1(N=C=NC2CCCCC2)CCCCC1.ON1C(=O)CCC1=O>>[N:1]1([C:36]([O:38][C:39]([CH3:40])([CH3:41])[CH3:42])=[O:37])[CH2:35][CH2:34][CH2:33][C@H:2]1[C:3]([NH:5][C@H:6]([C:14]([N:16]([CH3:32])[C@H:17]([C:25]([NH:27][CH2:28][C:29]([NH:43][C@H:44]([C:50]([NH:52][C@H:53]([C:58]([NH2:60])=[O:59])[CH2:54][CH2:55][S:56][CH3:57])=[O:51])[CH2:45][CH:46]([CH3:47])[CH3:62])=[O:31])=[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]