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【结 构 式】 
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【分子编号】34310 【品名】ethyl (2S)-1-[(2R)-3-(benzoylsulfanyl)-2-methylpropanoyl]-2,3-dihydro-1H-indole-2-carboxylate 【CA登记号】 |
【 分 子 式 】C22H23NO4S 【 分 子 量 】397.49496 【元素组成】C 66.48% H 5.83% N 3.52% O 16.1% S 8.07% |
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：(IV)The esterification of indoline-2-carboxylic acid (I) with ethanol HCl gives the corresponding ethyl ester (II), which is acylated with 3-(benzoylthio)-2-methylpropionyl chloride (III) by means of K2CO3 in methylene chloride yielding ethyl N-[3-(benzoylthio)-2-methylpropionyl]indoline-2-carboxylate (IV). The deprotection of (IV) with hydrazine in the same solvent affords ethyl N-(3-mercapto-2-methylpropionyl)indoline-2-carboxylate (V), which is finally saponified with KOH in methanol water.
| 【1】 Stanton, J.L.; et al.; Angiotensin converting enzyme inhibitors: N-Substituted monocyclic and bibyvlic amino acid deivatives. J Med Chem 1983, 26, 9, 1267-77. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 34307 | (2S)-2,3-dihydro-1H-indole-2-carboxylic acid | C9H9NO2 | 详情 | 详情 | |
| (II) | 34308 | ethyl (2S)-2,3-dihydro-1H-indole-2-carboxylate | C11H13NO2 | 详情 | 详情 | |
| (III) | 34309 | S-[(2S)-3-chloro-2-methyl-3-oxopropyl] benzenecarbothioate | C11H11ClO2S | 详情 | 详情 | |
| (IV) | 34310 | ethyl (2S)-1-[(2R)-3-(benzoylsulfanyl)-2-methylpropanoyl]-2,3-dihydro-1H-indole-2-carboxylate | C22H23NO4S | 详情 | 详情 | |
| (V) | 34311 | ethyl (2S)-1-[(2R)-2-methyl-3-sulfanylpropanoyl]-2,3-dihydro-1H-indole-2-carboxylate | C15H19NO3S | 详情 | 详情 |
Extended Information