4-胆甾烯-3-酮

4-胆甾烯-3-酮

CAS号:601-57-0
英文名:cholest-4-en-3-one
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化合物简介
Δ4-Cholesten-3-one is an intestinal metabolite of Cholesterol with anti-obesity effect on animals.
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: 于装有回流冷凝器(装一氯化钙干燥管)、滴液漏斗的干燥的反应瓶中,加入预先于80~100℃干燥恒重的胆甾醇(2,mp147~150℃)20g,干燥的丙酮150mL,用金属钠干燥的苯200mL。加入沸石。油浴加热至沸。滴加叔丁醇铝16g(0.065mol)溶于100mL干燥的苯配置的溶液,反应化合物于10~15min变为块状并呈现黄色。继续沸腾8h。冷却后慢慢加入40mL水,而后加入100mL(10%)的硫酸。再加入水300mL,剧烈摇动,分出有机层,水层用苯提取。合并有机层,水洗,无水硫酸镁干燥,减压蒸出溶剂,冰浴冷却,黄色油状物固化。将固体物溶于14mL丙酮和20mL甲醇中,慢慢冷却,必要时加入晶种。0℃放置过夜,抽滤析出的结晶,少量冷甲醇洗涤,得到几乎无色的胆甾-4-烯-3-酮
(1)17g,mp79~80℃,收率85%。
用途
二、用途 用于生化研究。
上游原料
cholest-4-en-3-one-(4-nitro-phenylhydrazone) 5-胆甾烯-3-酮 (8S,9S,10R,13R,14S,17R)-10,13-二甲基-17-[(2R)-6-甲基庚烷-2-基]螺[1,2,4,7,8,9,11,12,14,15,16,17-十二氢环戊烯并[a]菲-3,2'-1,3-二氧戊环] ethyl (25ξ)-6β-methoxy-3α,5-cyclo-5α-cholestan-26-oate 4-((1aS,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)pent-1-en-3-ol 5α,6β-dibromocholestan-3β-ol 2-(3-benzyl-2-heptadecyl-4,5-dihydroimidazol-3-ium-1-yl)ethanol,chloride 4,5-Secocholestane-3,5-dione [(E)-[10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]urea cholest-5-ene-3-ol 孕烯诺龙乙酸酯 4-cholesten-3-one (1R,2R)-1,2-bis(2-nitrophenyl)ethane-1,2-diol ketal 3-oxo-cholest-4-ene-2-carbaldehyde O-三甲基硅烷基胆固醇 (6R)-6-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dithiolan]-17-yl)-2-methylheptyl 4-methylbenzenesulfonate 2,3,4,6-四-O-乙酰-β-D-吡喃葡萄糖 2α,4,6β-tribromocholest-4-en-3-one (8S,9S,10S,13R,14S,17R)-10,13-二甲基-17-[(2R)-6-甲基庚烷-2-基]-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-3-酮 4,6-胆固醇二烯-3-酮 (8S,9S,10R,13R,14S,17R)-17-((2R)-7-((tert-butyldiphenylsilyl)oxy)-6-methylheptan-2-yl)-10,13-dimethyl-1,2,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one 粪甾烷 表胆甾醇 (5beta)-胆甾烷-3-酮 胆甾-4-烯 10,13-dimethyl-17-(6-methylheptan-2-yl)spiro[1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,2'-1,3-dithiolane] tert-butyl(((6R)-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methylheptyl)oxy)diphenylsilane (25ξ)-cholest-4-ene-3,26-dione 3-(ethylene thioketal) 5-Alpha-胆甾烷-3-酮 ethyl (5aR,5bS,7aR,8R,10aS,10bS)-2,5a,7a-trimethyl-8-((R)-6-methylheptan-2-yl)-3-oxo-2-((trimethylsilyl)oxy)octadecahydrocyclobuta[j]cyclopenta[a]phenanthrene-1-carboxylate 奥利索西 5,6β-dibromo-5α-cholestanone-(3) 2α-iodocholest-4-en-3-one N-[(E)-[10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]aniline ((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-1,2,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-5'-yl)trimethylsilane 醋酸 N-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-7,8,9,11,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H,6H,10H)-ylidene)cyanamide (8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dithiane] 2α-bromo-(5α)-cholestan-3-one 胆固醇 别胆固醇 (25ξ)-26-((tert-butyldiphenylsilyl)oxy)cholest-5-en-3β-yl acetate [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] nitrite Δ4-cholesten-3-one ethylene ketal (8S,9S,10R,13R,14S,17R)-17-((2R)-7-((tert-butyldiphenylsilyl)oxy)-6-methylheptan-2-yl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one (25ξ)-26-hydroxycholest-4-en-3-one 3-(ethylene thioketal) 26-hydroxycholest-4-en-3-one ethyl (25ξ,22E)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-26-oate N-[(E)-[10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]-4-methylbenzenesulfonamide
下游产品
3-[(3R,3aR,5aS,6R,9aS,9bS)-3a,6-dimethyl-3-[(2R)-6-methylheptan-2-yl]-7-oxo-1,2,3,4,5,5a,8,9,9a,9b-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid 5-胆甾烯-3-酮 (5beta)-胆甾烷-3-酮 4a,6a-dimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2h-cyclopenta[a]cyclopropa[j]phenanthren-2-one (8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-7,8,9,10,11,12,13,14,15,17-decahydro-1H-cyclopenta[a]phenanthrene-3,16(2H,6H)-dione 25-Hydroxycholest-4-en-3-one 5-Alpha-胆甾烷-3-酮 (8R,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-7,8,9,10,11,12,13,14,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,15(2H,6H)-dione 奥利索西 cholest-4-ene-3,24-dione 4-甲基戊酸 9-methoxy-4-nitrofuro[3,2-g]chromen-7-one N-[(E)-[10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]aniline cholest-4-ene-3,12-dione 胆甾-3,5-二烯-3-醇乙酸酯 [(E)-[10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]urea (8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-oxoheptan-2-yl)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one 4,4-二甲基胆甾-5-烯-3beta-醇 3β-胆甾烷醇 雄烯二酮 3-ethoxy-3,10,13-trimethyl-17-(6-methylheptan-2-yl)-1,2,4,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene 黄体酮 N-[(E)-[(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,4,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]pyridine-4-carboxamide 3-氧代-雄甾-4-烯-17beta-羧酸 去氢表雄酮 4,6-胆固醇二烯-3-酮 4-胆烯酸-3-酮 胆甾烷醇 cholest-4-en-3β-ol 3,10,13-trimethyl-17-(6-methylheptan-2-yl)-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene