摘要
米非司酮17位侧链代谢物［17β-羟基-11β-（4-二甲氨基苯基)-17α-(1-丙炔醇基）-4．9雌甾二烯-3-酮(4)]是米非司酮口服后主要代谢物之一。本文以3，3-乙二氧基-5(10)，9（11）-雌甾二烯-17-酮（5）为起始物，经环氧化、11β位芳香烃化、17位丙炔醇化、水解制得目标产物(4），中间体和产品均以红外、核磁共振等波谱数据确证结构。
l7α-hydroxy-11β-(4-dimethylaminopheny)-17α-(1-propynol)-estra4，9-dien-3-One(4)，the C17-side chain metabolite of mifepristone,was synthesized from 3,3-ethylene-dioxyestra-5(10)，9(11)-dien-17-one(5),via regio and stereo-selective C_(5(10))-epoxation;C_(11)-arylation by 1,4-addition with Grignard reagent in presence of CuCl;C_(17)-akylation by l,2-addition with Grignard reagent and acidic hydroxylation.When the intermediate,3,3-ethylene-dioxy-11β(4-dimethylaminophenyl)-17α-(3-(tetrahydropyran-2-yloxy)-1-propiny1)extra-9(10)-en-5α,17β-diol(9),was treated with LiAlH_4,instead of forming trans-dihydropropangy l alcohol derivative，the leaving group was affected to form l7α-propadienyl derivative(11).
出处
《华中科技大学学报（医学版）》
CAS
CSCD
北大核心
1994年第S2期134-137,共4页
Acta Medicinae Universitatis Scientiae et Technologiae Huazhong
