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【结 构 式】 
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【分子编号】18055 【品名】3-Ethoxy-11-alpha-hydroxyspiro[androsta-3,5-diene-17(S),2'-oxirane] 【CA登记号】 |
【 分 子 式 】C22H32O3 【 分 子 量 】344.49428 【元素组成】C 76.7% H 9.36% O 13.93% |
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：(XXX)Microbiological oxidation of androstenedione (XXVII) produced the 11-a hydroxy compound (XXVIII), which was converted to enol ether (XXIX) on treatment with triethyl orthoformate and toluenesulfonic acid. Reaction with trimethyl sulfonium ylide provided epoxide (XXX), and a sequence analogous to Scheme 26146601c then produced lactone (XXXI), decarboxylated compound (XXXII), and enone (XXXIII). This was dehydrogenated to dienone (II), which was converted to the title compound by the synthetic steps described in Scheme 26146601a.
| 【1】 Ng, J.S.; Wang, P.T.; Baez, J.A.; Liu, C.; Anderson, D.K.; Lawson, J.P.; Erb, D.; Wieczorek, J.; Mucciariello, G.; Vanzanella, F.; Kunda, S.A.; Letendre, L.J.; Pozzo, M.J.; Sing, Y.-L.L. (Pharmacia Corp.); Process for preparation of 7 alpha-carboxyl 9,11-epoxy steroids and intermediates useful therein and a general process for the epoxidation of olifinic double bonds. WO 9721720 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (II) | 18028 | 11-Alpha-hydroxy-3-oxo-17-alpha-pregna-4,6-diene-21,17-carbolactone | C22H28O4 | 详情 | 详情 | |
| (XXVII) | 12967 | 4-Androstene-3,7-dione; Androstenedione; (8R,9S,10R,13S)-10,13-Dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione | 63-05-8 | C19H26O2 | 详情 | 详情 |
| (XXVIII) | 18053 | (8S,9S,10R,11R,13S,14S)-11-hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione | C19H26O3 | 详情 | 详情 | |
| (XXIX) | 18054 | (8S,9S,10R,11R,13S,14S)-3-ethoxy-11-hydroxy-10,13-dimethyl-1,2,7,8,9,10,11,12,13,14,15,16-dodecahydro-17H-cyclopenta[a]phenanthren-17-one | C21H30O3 | 详情 | 详情 | |
| (XXX) | 18055 | 3-Ethoxy-11-alpha-hydroxyspiro[androsta-3,5-diene-17(S),2'-oxirane] | C22H32O3 | 详情 | 详情 | |
| (XXXI) | 18056 | 3-Ethoxy-21-(ethoxycarbonyl)-11-alpha-hydroxypregna-3,5-diene-21,17-carbolactone | C27H38O6 | 详情 | 详情 | |
| (XXXII) | 18057 | 3-Ethoxy-11-alpha-hydroxypregna-3,5-diene-21,17-carbolactone | C24H34O4 | 详情 | 详情 | |
| (XXXIII) | 18058 | 3-Oxo-11-alpha-hydroxypregn-4-ene-21,17-carbolactone | C22H30O4 | 详情 | 详情 |
Extended Information