HRID2418561

反应详情

EQUATION

反应方程式

REACTANTS

反应物

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

HCID13386697

未命名化合物

结构：CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)NN

HCID131713733

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)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H]1CCCN1C(=O)OC(C)(C)C)C(N)=O

HCID131713732

未命名化合物

收率 58%

PROCEDURE

实验过程

Condensation of BocDPro-Phe-PheNHNH2 (0.932 g.) and HGly-Leu-MetNH2 hydrochloride salt (Example 7, 0.630 g.) by the acyl azide method (Yajima et al., Chem. Pharm. Bull., vol. 19, p. 1900, 1971) gave BocDPro-Phe-Phe-Gly-Leu-MetNH2 in 58% yield. De-t-butoxycarbonylation of BocDPro-Phe-Phe-Gly-Leu-MetNH2 (0.838 g.) using hydrogen chloride in acetic acid gave HDPro-Phe-Phe-Gly-Leu-MetNH2, which was isolated as the amorphous white solid phosphate (1:1) salt sesquihydrate in 72% yield.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7da26215c89142af9ce4f6143b38a9ac
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: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]([NH:5][C@H:6]([C:14]([NH:16][C@H:17]([C:25]([NH:27]N)=[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].N[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].Cl>>[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]([NH:5][C@H:6]([C:14]([NH:16][C@H:17]([C:25]([NH:27][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: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]