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【结 构 式】 
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【分子编号】58009 【品名】4-iodobutanenitrile 【CA登记号】 |
【 分 子 式 】C4H6IN 【 分 子 量 】195.00285 【元素组成】C 24.64% H 3.1% I 65.08% N 7.18% |
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：(XIV)Alkylation of the dianion of octyl acetoacetate (XIII) with 4-iodobutyronitrile (XIV) provided the cyano keto ester (XV). Enantiospecific reduction of (XV) utilizing baker's yeast gave rise to the desired (S)-hydroxy ester (XVI) in high enantiomeric excess. Subsequent ester group reduction in (XVI) by means of LiBH4 provided diol (XVII). The target dihydroxy ester (XII) was then obtained by alcoholysis of nitrile (XVII) under acidic conditions.
| 【1】 Jacobs, H.K.; Gopalan, A.S.; Stereochemical control of yeast reductions: Synthesis of R-(+)-alpha-lipoic acid. Tetrahedron Lett 1989, 30, 42, 5705. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XII) | 57958 | ethyl (6S)-6,8-dihydroxyoctanoate | C10H20O4 | 详情 | 详情 | |
| (XIII) | 58008 | octyl 3-oxobutanoate | C12H22O3 | 详情 | 详情 | |
| (XIV) | 58009 | 4-iodobutanenitrile | C4H6IN | 详情 | 详情 | |
| (XV) | 58010 | octyl 7-cyano-3-oxoheptanoate | C16H27NO3 | 详情 | 详情 | |
| (XVI) | 58011 | octyl (3S)-7-cyano-3-hydroxyheptanoate | C16H29NO3 | 详情 | 详情 | |
| (XVII) | 58012 | (6S)-6,8-dihydroxyoctanenitrile | C8H15NO2 | 详情 | 详情 |
Extended Information