HRID418069

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

结构：CCOC(=O)CCCOc1cccc(CCCCCCOc2cc(-c3cscn3)cc(S(C)(=O)=O)c2)c1CCC(=O)OCC

HCID57863124

未命名化合物

PRODUCTS

生成物

结构：CS(=O)(=O)c1cc(OCCCCCCc2cccc(OCCCC(=O)O)c2CCC(=O)O)cc(-c2cscn2)c1

HCID57863075

未命名化合物

收率 46.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

溶剂HCID14798

Sodium Hydroxide

HNaO

CONDITIONS

反应条件

温度: 70 °C

PROCEDURE

实验过程

To a solution of 4-{2-(2-ethoxycarbonyl-ethyl)-3-[6-(3-methanesulfonyl-5-thiazol-4-yl-phenoxy)-hexyl]-phenoxy}-butyric acid ethyl ester (280 mg, 0.434 mmol) in EtOH (20 mL), 3N NaOH (1 mL) was added and heated at 70° C. for 2 h. The reaction was acidified with 3N HCl (1.1 mL). Concentration under reduced pressure gave an oil. Preparative HPLC provided title compound (119 mg, 46% yield). LC/MS indicated a purity of 92% as measured by UV 214 nM. HR-ES(+): calculated for C29H36NO8S2 (M+H)1+ 590.1877, found 590.1876.

WORKUP

后处理

concentrationConcentration under reduced pressure
customgave an oil

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e987a87bb0d14e17abae07e987c652b5
来源数据集: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08093253B2
来源说明: uspto-grants-2012_01

反应 SMILES

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