5alpha-胆甾烷

5alpha-胆甾烷

CAS号:481-21-0
英文名:5α-cholestane
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化合物简介
Cholestane is a saturated 27-carbon steroid precursor which serves as the basis for many organic molecules.
基本信息
编号系统
物化性质
安全信息
生产方法及用途
生产方法
1.制法:于装有搅拌器、温度计、通风导管、回流冷凝器(装氯化钙干燥管)的反应瓶中,加入无水乙醚250mL,冷却至-10~-15℃,慢慢通入氯化氢体约45min。而后于-15℃加入胆甾烷酮
(2)10g(0.0216mol)。再将反应混合物冷却至-20℃,于2~3minn内加入12.3g(0.19mol)活泼锌①。慢慢升温至-5℃,于-5~0℃搅拌反应2h。再冷却至-15℃,慢慢将反应物倒入130g碎冰中,充分搅拌。分出有机层,水层用乙醚提取。合并乙醚溶液,用饱和氯化钠洗涤,无水硫酸钠干燥。蒸出乙醚,得无色液体,冷后固化。将固体物溶于30~40mL正己烷,过硅胶柱,用正己烷洗脱。减压蒸出正己烷,得8~8.2g胆甾烷
(1),收率82%~84%。用乙醇-乙醚重结晶,得片状结晶7.3-7.5g,mp78~79℃。注:①活泼锌可按如下方法制备:将通过300目筛孔的16g锌粉用100mL2%的盐酸浸泡约4min,至锌粉表面发亮。倾去稀盐酸,用蒸馏水洗涤4次。抽滤,充分水洗,而后依次用乙醇、丙酮、乙醚洗涤。而后于85~90℃真空干燥,得13~14g活泼锌,立即用于反应。
上游原料
S-(2,4,6-trimethylphenyl)-O-3β-cholestanyldithiocarbonate cholestan-3β-yl chloroformate 5α-Cholestan-3β,26-diol S-isopropyl-O-3β-cholestanyldithiocarbonate (3S,10R,13S,14S)-10,13-dimethylspiro[1,2,3,4,7,8,9,11,12,14-decahydrocyclopenta[a]phenanthrene-17,2'-1,3-dioxolane]-3-ol 5α-cholestane-3β,6β-diol 3β-cholestanyloxy-triphenylmethyl-azothioformate 2-(2-异丙基-1,3-二氧戊环-2-基)乙醇 3β-胆甾烷醇 5α-cholestan-3-one ethanediyl S,S-acetal 3,3-bis(phenylselenenyl)-5α-cholestan 4-氰基-1-萘甲酸 (3beta)-3-羟基雄甾-5,15-二烯-17-酮 (3beta,5alpha)-胆甾烷-3-基乙酸酯 [10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] methanesulfonate neocholesteryl bromide 3β-phenylselenenyl-5α-cholestane 3-(1,3-dioxolan-2-yl)-4-methylpentyl bromide S-phenyl-O-3β-cholestanyldithiocarbonate 乙胺 5α-cholest-2-ene (3S,10R,13S,14S,16R)-16-bromo-10,13-dimethylspiro[1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-17,2'-1,3-dioxolane]-3-ol 隐配质 O-((3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl) O-phenyl carbonothioate 3β-(NN-diethylaminothiocarbonyloxy)-5α-cholestane cholestane-3β,5α-diol diacetate ethyl 3-(1,3-dioxolan-2-yl)-4-methylpentanoate 5-Alpha-胆甾烷-3-酮 3β,6β-bis(pyrrolidin-1-ylthiocarbonyloxy)-5α-cholestane ((3R,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)(phenyl)tellane 5alpha-胆甾烷-6-酮 5α-cholestan-3β-yl 2,2-dimethylpropanoate 3β-(isopropyloxycarbonyloxy)-5α-cholestane 3β-phenylselenenyl-5α-cholestane (25R)-5α-cholestane-3β,16β,26-triol β-dihydrocholesterol methoxymethyl ether 5alpha-胆甾-3-烯 3α-bromo-5α-cholestane 胆固醇 5-androsten-3α-ol-17-one acetate 17-ethylene ketal 别胆固醇 3α-Bromo-5α-cholestan 1-(5α-cholestan-3β-yloxythiocarbonyl)imidazole 5α-cholestan-3β-yl adamantane-1-carboxylate (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl formate cholestan-3-yl 4-methylbenzoate 3β-(methylthio)thiocarbonyloxy-5α-cholestane