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【结 构 式】 
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【分子编号】62421 【品名】(3S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one 【CA登记号】481-29-8 |
【 分 子 式 】C19H30O2 【 分 子 量 】290.446 【元素组成】C 78.57% H 10.41% O 11.02% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(I)Epiandrosterone (I) was converted to the oximino ketone (II) by nitrosation with isoamyl nitrite in the presence of potassium tert-butoxide. Reaction of (II) with sodium hypochlorite and ammonia gave rise to the diazo ketone (III), which, upon treatment with HBr, afforded the title 16-alpha-bromo derivative
| 【1】 Abou-Gharbia, M.; et al.; Synthesis of dehydroepiandrosterone sulfatide and 16alpha-halogenated steroids. J Pharm Sci 1981, 70, 10, 1154. |
| 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) | 62421 | (3S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one | 481-29-8 | C19H30O2 | 详情 | 详情 |
| (II) | 62422 | (3S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyldodecahydro-1H-cyclopenta[a]phenanthrene-16,17(2H,6H)-dione 16-oxime | C19H29NO3 | 详情 | 详情 | |
| (III) | 62423 | C19H28N2O2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)Alternatively, the title compound was directly obtained by bromination of epiandrosterone (I) with cupric bromide in refluxing MeOH
| 【1】 Abou-Gharbia, M.; et al.; Synthesis of dehydroepiandrosterone sulfatide and 16alpha-halogenated steroids. J Pharm Sci 1981, 70, 10, 1154. |
| 【2】 Han, M.C.; Hayes B.A.; Prendergast, P.T.; Gupta, S.; Inhibition of HIV replication: Synthesis of [4-14C]-5alpha-androstan-16alpha-bromo-3 beta-ol-17-one. J Label Compd Radiopharm 2000, 43, 12, 1149. |
Extended Information