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【结 构 式】 
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【分子编号】33153 【品名】(2S)-2-(acetylsulfanyl)-3-methylbutyric acid 【CA登记号】 |
【 分 子 式 】C7H12O3S 【 分 子 量 】176.23648 【元素组成】C 47.71% H 6.86% O 27.24% S 18.19% |
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：(VI)The N-protection of 1-aminocyclopentane-1-carboxylic acid (I) with Boc2O and NaOH in dioxane gives the carbamate (II), which is condensed with 4-O-methyl-L-tyrosine ethyl ester (III) by means of DCC and HOBt yielding the protected dipeptide (IV). The reaction of (IV) with HCl in dichloromethane affords the free dipeptide (V), which is finally condensed with 2(S)-(acetylsulfanyl)-3-methylbutyric acid (VI) by means of DCC, N-hydroxy-7-azabenzotriazole (HOAt) and triethylamine in dichloromethane.
| 【1】 Fink, C.A.; et al.; Mercaptoacyl dipeptides as orally active dual inhibitors of angiotensin-converting enzyme and neutral endopeptidase. J Med Chem 1996, 39, 16, 3158. |
| 【2】 Johnson, E.P.; et al.; Efficient large scale preparation of neutral endopeptidase/angiotensin-converting enzyme dual inhibitor CGS30440. Org Process Res Dev 1998, 2, 4, 238. |
| 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) | 33149 | 1-aminocyclopentanecarboxylic acid | 52-52-8 | C6H11NO2 | 详情 | 详情 |
| (II) | 30890 | 1-[(tert-butoxycarbonyl)amino]cyclopentanecarboxylic acid | C11H19NO4 | 详情 | 详情 | |
| (III) | 33150 | ethyl (2S)-2-amino-3-(4-methoxyphenyl)propanoate | C12H17NO3 | 详情 | 详情 | |
| (IV) | 33151 | ethyl (2S)-2-[([1-[(tert-butoxycarbonyl)amino]cyclopentyl]carbonyl)amino]-3-(4-methoxyphenyl)propanoate | C23H34N2O6 | 详情 | 详情 | |
| (V) | 33152 | ethyl (2S)-2-[[(1-aminocyclopentyl)carbonyl]amino]-3-(4-methoxyphenyl)propanoate | C18H26N2O4 | 详情 | 详情 | |
| (VI) | 33153 | (2S)-2-(acetylsulfanyl)-3-methylbutyric acid | C7H12O3S | 详情 | 详情 |
Extended Information