• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】36213

【品名】benzenecarbothioic S-acid

【CA登记号】98-91-9

【 分 子 式 】C7H6OS

【 分 子 量 】138.19004

【元素组成】C 60.84% H 4.38% O 11.58% S 23.2%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VIII)

This compound can be obtained by several related ways: 1) The hydrolysis of ethyl indoline 2 carboxylate (I) with KOH in aqueous DMSO gives indoline 2-carboxylic acid (II), which is acylated with 3-(benzoylthio)-2-methylpropanoyl chloride (III) in methylene chloride yielding 1-[3-(benzoylthio)-2-methyl-1-oxopropyl]indoline-2-carboxylic acid (IV). Finally, this compound is debenzoylated by treatment with 2-methoxyethylamine (A). 2) The acylation of (I) with methacryloyl chloride (V) by means of triethylamine in ether yields ethyl 1-methacryloylindoline-2-carboxylate (VI), which is hydrolyzed with KOH in aqueous DMSO affording 1-methacryloylindoline-2-carboxylic acid (VII). Finally, this compound is treated with thiobenzoic acid (VIII) and 4-dimethylaminopyridine in acetone to give (IV), previously synthesized. 3) The acylation of acid (II) with (V) as before also gives (VII).

1 Kim, D.H.; et al.; Mercaptopropanoyl)indoline-2-carboxylic acids and related compounds as potent angiotensin converting enzyme inhibitors and antihypertensive agents. J Med Chem 1983, 26, 3, 394-403.
2 Serradell, M.N.; Castaner, J.; Blancafort, P.; WY-44221. Drugs Fut 1983, 8, 11, 953.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 34675 2-methoxyethylamine; 2-methoxy-1-ethanamine 109-85-3 C3H9NO 详情 详情
(I) 34308 ethyl (2S)-2,3-dihydro-1H-indole-2-carboxylate C11H13NO2 详情 详情
(II) 34307 (2S)-2,3-dihydro-1H-indole-2-carboxylic acid C9H9NO2 详情 详情
(III) 34309 S-[(2S)-3-chloro-2-methyl-3-oxopropyl] benzenecarbothioate C11H11ClO2S 详情 详情
(IV) 36214 (2S)-1-[(2R)-3-(benzoylsulfanyl)-2-methylpropanoyl]-2,3-dihydro-1H-indole-2-carboxylic acid C20H19NO4S 详情 详情
(V) 33553 2-methylacryloyl chloride 920-46-7 C4H5ClO 详情 详情
(VI) 36211 ethyl (2S)-1-methacryloyl-2,3-dihydro-1H-indole-2-carboxylate C15H17NO3 详情 详情
(VII) 36212 (2S)-1-methacryloyl-2,3-dihydro-1H-indole-2-carboxylic acid C13H13NO3 详情 详情
(VIII) 36213 benzenecarbothioic S-acid 98-91-9 C7H6OS 详情 详情
Extended Information