摘要
本文报道以胆甾醇为原料经四步反应立体控制合成4β-甲基-5α-胆甾烷(6)的新路线。4-甲基胆甾-4-烯-3-酮(3)经Clemmensen还原,得4-甲基胆甾-4-烯(4)(65％)及4-甲基胆甾-3-烯(5)(15％)。用10％Pd-C在无水乙醇中室温催化氢化4,得6(70％)与4α-甲基-5α- 胆甾烷(7)(30％)的混合物;而选用Brown催化剂在同样条件下氢化4,得到产物6与7的比例为95:5。
The stereocontrol synthesis of 4β-methyl-5 α-cholestane(6) from cholesterol(1) insteps was reported. 4-Methylcholest-4-en-3-one(3) underwent Clemmensen reduction toprovide a mixture of 4-methylcholest-4-ene(4) (65%) and 4-methylcholest-3-ene(5) (15%).Hydrogenation of 4 in absolute ethanol over 10％ Pd-C provided a mixture of 4β-methyl-5α-cholestane(6) and 4α-methyl-5α-cholestane(7) (70:30)),while 6 contaminated by 5%of 7 was obtained under Brown catalyst hydrogenation.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
1990年第3期240-244,共5页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金
