HRID644236

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6410

tert-Butyl hydroperoxide

C4H10O2

HCID18462

DL-10-Camphorsulfonic acid

C10H16O4S

结构：CSc1ccc(C(=O)Nc2ccc(Cl)cc2C(=O)Nc2ccc(Cl)cn2)c(OCCNC(=O)OC(C)(C)C)c1

HCID68533941

未命名化合物

PRODUCTS

生成物

结构：CS(=O)c1ccc(C(=O)Nc2ccc(Cl)cc2C(=O)Nc2ccc(Cl)cn2)c(OCCNC(=O)OC(C)(C)C)c1

HCID68534264

未命名化合物

收率 212.8%

PROCEDURE

实验过程

To a solution of 2-[2-[2-(tert-butoxycarbonylamino)ethoxy]-4-(methylthio)-benzoylamino]-N-(5-chloropyridin-2-yl)-5-chlorobenzamide (893 mg, 1.51 mmol), camphorsulfonic acid (92 mg, 0.40 mmol) and CHCl3 (8.5 mL) was added tert-butyl hydroperoxide (0.30 mL, 3.02 mmol). After stirring overnight, the mixture was chromatographed (10% EtOAc/CH2Cl2 to 10% MeOH/CH2Cl2) to give the desired product as a white solid (517 mg, 56%).

WORKUP

后处理

customthe mixture was chromatographed (10% EtOAc/CH2Cl2 to 10% MeOH/CH2Cl2)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-412e97dd3c244db3b28c35480c935bbf
来源数据集: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07700628B2
来源说明: uspto-grants-2010_04

反应 SMILES

[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:37]=[C:36]([S:38][CH3:39])[CH:35]=[CH:34][C:13]=1[C:14]([NH:16][C:17]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:18]=1[C:19]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][N:23]=1)=[O:20])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=[O:42].C(OO)(C)(C)C>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:37]=[C:36]([S:38]([CH3:39])=[O:42])[CH:35]=[CH:34][C:13]=1[C:14]([NH:16][C:17]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:18]=1[C:19]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][N:23]=1)=[O:20])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2]