HRID24653

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID31297

Methanesulfonyl chloride

CH3ClO2S

HCID81531

Diisopropylethylamine

C8H19N

结构：COC(=O)[C@H](Cc1ccc(-c2ccccc2OC)cc1)NC(=O)c1ccc(N)cc1Cl

HCID54392214

未命名化合物

PRODUCTS

生成物

结构：COC(=O)[C@H](Cc1ccc(-c2ccccc2OC)cc1)NC(=O)c1ccc(N(S(C)(=O)=O)S(C)(=O)=O)cc1Cl

HCID53775032

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

2 次

PROCEDURE

实验过程

MeSO2Cl (24 μL) was added to a solution of N-(4-amino-2-chlorobenzoyl)-4-(2-methoxyphenyl)-L-phenylalanine methyl ester (56.0 mg) in anhydrous CH2Cl2 (1 mL) containing DIEA (66.6 μL). The resulting mixture was stirred at room temperature under N2 for 3 h and diluted with CH2Cl2, washed with 1N HCl, water, dried (MgSO4) and evaporated. The residue was purified through a silica gel column using CH2Cl2 as an eluent to give N-[2-chloro-4-(N,N-dimethanesulfonylamino)benzoyl]-4-(2-methoxyphenyl)-L-phenylalanine methyl ester (59.4 mg). ESMS: m/z 595 (MH+).

WORKUP

后处理

washwashed with 1N HCl, water
dry with materialdried (MgSO4)
customevaporated
customThe residue was purified through a silica gel column

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-009ee9839d024765a4afd8b86e29663a
来源数据集: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06855843B2
来源说明: uspto-grants-2005_02

反应 SMILES

[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][O:7][C:8](=[O:36])[C@H:9]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[O:34][CH3:35])=[CH:24][CH:23]=1)[NH:10][C:11](=[O:20])[C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][C:13]=1[Cl:19].CCN(C(C)C)C(C)C>C(Cl)Cl>[CH3:6][O:7][C:8](=[O:36])[C@H:9]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[O:34][CH3:35])=[CH:24][CH:23]=1)[NH:10][C:11](=[O:20])[C:12]1[CH:17]=[CH:16][C:15]([N:18]([S:2]([CH3:1])(=[O:4])=[O:3])[S:2]([CH3:1])(=[O:4])=[O:3])=[CH:14][C:13]=1[Cl:19]