HRID1264375

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID14798

Sodium Hydroxide

HNaO

结构：COC(=O)[C@@H]1C[C@@H](SC(c2ccccc2)(c2ccccc2)c2ccccc2)CN1C(=O)OC(C)(C)C

HCID11420714

未命名化合物

HCID86585043

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1C[C@H](SC(c2ccccc2)(c2ccccc2)c2ccccc2)C[C@H]1C(=O)O

HCID69462061

未命名化合物

收率 103.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID21873804

未命名化合物

PROCEDURE

实验过程

A solution of 14.7 g (29.2 mmol) (2S,4R)-4-Tritylsulfanyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester was dissolved in 660 ml THF/EtOH (1:1) and treated at RT with 58.4 ml (58.4 mmol) aqueous 1 N NaOH. After 2 h the reaction was poured into aqueous 10% KHSO4/EtOAc (3×). The organic phases were washed with aqueous 10% NaCl solution and dried over Na2SO4 to give 14.8 g (quantitativ) of (2S,4R)-4-Tritylsulfanyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester. MS: 488 (M-H)−.

WORKUP

后处理

washThe organic phases were washed with aqueous 10% NaCl solution
dry with materialdried over Na2SO4

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4acbc038c35e47fd8c1034fc08369722
来源数据集: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06541638B2
来源说明: uspto-grants-2003_04

反应 SMILES

C[O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10][C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][N:6]1[C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[O:4].[OH-].[Na+].OS([O-])(=O)=O.[K+].CCOC(C)=O>C1COCC1.CCO>[C:33]([O:32][C:30]([N:6]1[CH2:7][C@H:8]([S:10][C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:9][C@H:5]1[C:3]([OH:4])=[O:2])=[O:31])([CH3:36])([CH3:34])[CH3:35]