HRID1063898

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID131278

未命名化合物

结构：CC(C)(C)OC(=O)CC1(c2ccc(Br)s2)CCNCCS1(=O)=O

HCID22276399

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)C[C@]1(c2ccc(Br)s2)CCNCCS1(=O)=O.CC1(C)C2CC[C@]1(CS(=O)(=O)[O-])C(=O)C2

HCID86588733

未命名化合物

收率 69.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

To a solution of tert-butyl 2-[7-(5-bromo-2-thienyl)-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetate (3.03 g) in ethanol (90 ml) was added (1R)-10-camphorsulfonic acid (912 mg) at 80° C. The clear solution was allowed to cool to room temperature with stirring for 2 hours to form crystalline solids. After being cooled on an ice bath for 30 minutes, the solids were collected and washed with ethanol to give tert-butyl 2-[(S)-7-(5-bromo-2-thienyl)-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetate•(1R)-10-camphorsulfonate (1.79 g, 91.6% ee) as a white solid.

WORKUP

后处理

customto form crystalline solids
temperatureAfter being cooled on an ice bath for 30 minutes
customthe solids were collected
washwashed with ethanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d87751580058451885e59b40ab9dd024
来源数据集: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06967197B2
来源说明: uspto-grants-2005_11

反应 SMILES

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