|
【结 构 式】 
|
【分子编号】61846 【品名】(1S)-2,2-dimethylcyclopropanecarboxamide 【CA登记号】 |
【 分 子 式 】C6H11NO 【 分 子 量 】113.15948 【元素组成】C 63.69% H 9.8% N 12.38% O 14.14% |
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：(II)The condensation of 7-chloro-2-oxoheptanoic acid ethyl ester (I) with (S)-2,2-dimethylcyclopropanecarboxamide (II) by means of TsOH in refluxing toluene gives (S)-7-chloro-2-(2,2-dimethylcyclopropanecarboxamido)-2-heptenoic acid ethyl ester (III), which is hydrolyzed in aq. NaOH to yield the corresponding carboxylic acid (IV). Finally, this compound is condensed with (R)-cysteine (V) by means of NaOH in water to afford the target Cilastatino.
| 【1】 Tyagi, O.D.; Kumar, Y.; Srivastava, T.K. (Ranbaxy Laboratories Ltd.); Process for the preparation of cilastatin. WO 03018544 . |
| 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) | 61845 | propyl 7-chloro-2-oxoheptanoate | C10H17ClO3 | 详情 | 详情 | |
| (II) | 61846 | (1S)-2,2-dimethylcyclopropanecarboxamide | C6H11NO | 详情 | 详情 | |
| (III) | 61847 | propyl (Z)-7-chloro-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)-2-heptenoate | C16H26ClNO3 | 详情 | 详情 | |
| (IV) | 61848 | (Z)-7-chloro-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)-2-heptenoic acid | C13H20ClNO3 | 详情 | 详情 | |
| (V) | 14643 | L-cysteine; (R)-2-Amino-3-mercaptopropionic acid | 52-90-4 | C3H7NO2S | 详情 | 详情 |
Extended Information