HRID397771

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：O=C(O)[C@H](Cc1ccccc1)NS(=O)(=O)c1cccs1

HCID704092

N-(2-Thienylsulfonyl)-L-phenylalanine

C13H13NO4S2

结构：CC(C)CN([C@@H](CCCCN)C(=O)O)S(=O)(=O)c1ccc([N+](=O)[O-])cc1.Cl

HCID69107784

未命名化合物

PRODUCTS

生成物

结构：CC(C)CN([C@@H](CCCCNC(=O)[C@H](Cc1ccccc1)NS(=O)(=O)c1cccs1)C(=O)O)S(=O)(=O)c1ccc([N+](=O)[O-])cc1

HCID508552

未命名化合物

收率 156.9%

结构：CC(C)CN([C@@H](CCCCNC(=O)[C@H](Cc1ccccc1)NS(=O)(=O)c1cccs1)C(=O)O)S(=O)(=O)c1ccc(N)cc1

HCID508569

未命名化合物

PROCEDURE

实验过程

The title compound was prepared from Nα-isobutyl-Nα-(4-nitrobenzenesulfonyl)-L-lysine hydrochloride (400 mg, 1.03 mmol, example 5, step C) as described in general procedure Bc using Nα-(2-thiophenesulfonyl)-L-phenylalanine (311 mg, 1.2 mmol) which was prepared in step A of example 24. The final product was purified by preparative HPLC to yield 550 mg (80%) of Nα-isobutyl-Nα-(4-nitrobenzenesulfonyl)-Nε-[N′α-(2-thiophenesulfonyl)-L-phenylalanyl]-L-lysine. The latter derivative was hydrogenolysed following the indications of general procedure E. Purification by HPLC gave the desired material (400 mg, 65%).

WORKUP

后处理

customwas prepared in step A of example 24
customThe final product was purified by preparative HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-93b3131ab77842f9b8d90ac1df048222
来源数据集: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06610689B2
来源说明: uspto-grants-2003_08

反应 SMILES

Cl.[CH2:2]([N:6]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[C@H:7]([C:13]([OH:15])=[O:14])[CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])[CH:3]([CH3:5])[CH3:4].[S:28]1[CH:32]=[CH:31][CH:30]=[C:29]1[S:33]([NH:36][C@H:37]([C:45]([OH:47])=[O:46])[CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)(=[O:35])=[O:34]>>[CH3:4][CH:3]([CH2:2][N:6]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[C@H:7]([C:13]([OH:15])=[O:14])[CH2:8][CH2:9][CH2:10][CH2:11][NH:12][C:45]([C@@H:37]([NH:36][S:33]([C:29]1[S:28][CH:32]=[CH:31][CH:30]=1)(=[O:35])=[O:34])[CH2:38][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)=[O:46])[CH3:5].[CH3:5][CH:3]([CH2:2][N:6]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[C@H:7]([C:13]([OH:15])=[O:14])[CH2:8][CH2:9][CH2:10][CH2:11][NH:12][C:45]([C@@H:37]([NH:36][S:33]([C:29]1[S:28][CH:32]=[CH:31][CH:30]=1)(=[O:34])=[O:35])[CH2:38][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)=[O:47])[CH3:4]