【结 构 式】 |
【分子编号】53734 【品名】 【CA登记号】n/a |
【 分 子 式 】C31H54O5 【 分 子 量 】506.76676 【元素组成】C 73.47% H 10.74% O 15.79% |
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:(L)Preparation of the key intermediate (XIII) starting from chenodeoxycholic acid (XLIV) was also reported. Diacetylation of (XLIV), followed by selective hydrolysis of diacetate (XLV), gave the C-3 alcohol (XLVI). This was oxidized to dienone (XLVII) following a previously reported procedure. Reduction of (XLVII) by lithium in liquid ammonia yielded the saturated ketone (XLVIII). Protection of the 7-hydroxyl group of (XLVIII) using methoxymethyl chloride, followed by ketalization of the 3-ketone, afforded (XLIX). Side-chain elongation in (XLIX) as in Scheme 20248401a produced (L), which was then deprotected giving (XIII).
【1】 Moriarty, R.M.; Guo, L.; Tuladhar, S.M. (Genaera Corp.); Chemical synthesis of squalamine. WO 9419366 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(IL) | 53733 | n/a | C28H46O6 | 详情 | 详情 | |
(VIII) | 53699 | (5S,7R,8R,9S,10S,13R,14S,17R)-17-((1R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1,5-dimethylhexyl)-7-hydroxy-10,13-dimethylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one | n/a | C33H60O3Si | 详情 | 详情 |
(XLIV) | 53728 | (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid | n/a | C24H40O4 | 详情 | 详情 |
(XLV) | 53729 | (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-bis(acetyloxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid | n/a | C28H44O6 | 详情 | 详情 |
(XLVI) | 53730 | (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-7-(acetyloxy)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid | n/a | C26H42O5 | 详情 | 详情 |
(XLVII) | 53731 | (4R)-4-[(7R,8S,9S,10S,13R,14S,17R)-7-(acetyloxy)-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]pentanoic acid | n/a | C26H36O5 | 详情 | 详情 |
(XLVIII) | 53732 | (4R)-4-[(5S,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-10,13-dimethyl-3-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid | n/a | C24H38O4 | 详情 | 详情 |
(L) | 53734 | n/a | C31H54O5 | 详情 | 详情 |
Extended Information