(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-(acetyloxy)-17-[(1R,4R)-4-(acetyloxy)-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate -Drug Synthesis Database

【结构式】

【分子编号】53778

【品名】(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-(acetyloxy)-17-[(1R,4R)-4-(acetyloxy)-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate

【CA登记号】

【分子式】C₃₃H₅₄O₆

【分子量】546.78816

【元素组成】C 72.49% H 9.95% O 17.56%

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：(C)

Birch reduction of enone (XCVII), followed by reduction of the saturated ketone (XCVIII) with K-Selectride, provided alcohol (XCIX). Acetylation of (IC) gave the triacetate (C). Selective hydrolysis of the C-3 acetate group of (C) with NaCN in MeOH yielded alcohol (CI), which was oxidized to ketone (CII) by using the Jones reagent.

参考文献中间体

合成目标

【1】 Moriarty, R.M.; et al.; Stereoselective synthesis of squalamine dessulfate. Tetrahedron Lett 1995, 36, 29, 5139.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(IC)	53777	(3S,5S,7R,8R,9S,10S,13R,14S,17R)-17-[(1R,4R)-4-(acetyloxy)-1,5-dimethylhexyl]-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate	C₃₁H₅₂O₅	详情	详情
(CI)	53779	(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(1R,4R)-4-(acetyloxy)-1,5-dimethylhexyl]-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate	C₃₁H₅₂O₅	详情	详情
(CII)	53780	(5S,7R,8R,9S,10S,13R,14S,17R)-17-[(1R,4R)-4-(acetyloxy)-1,5-dimethylhexyl]-10,13-dimethyl-3-oxohexadecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate	C₃₁H₅₀O₅	详情	详情
(XCVII)	53775	(3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-(acetyloxy)-1,5-dimethylhexyl]-10,13-dimethyl-7-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate	C₃₁H₄₈O₅	详情	详情
(XCVIII)	53776	(3S,5R,8R,9S,10S,13R,14S,17R)-17-[(1R,4R)-4-(acetyloxy)-1,5-dimethylhexyl]-10,13-dimethyl-7-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate	C₃₁H₅₀O₅	详情	详情
(C)	53778	(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-(acetyloxy)-17-[(1R,4R)-4-(acetyloxy)-1,5-dimethylhexyl]-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate	C₃₃H₅₄O₆	详情	详情

Extended Information