阿佐昔芬的合成  

Synthesis of Arzoxifene

作　　者：刘爱霞[1] 禹艳坤[1] 王超[1] 冀亚飞[1] 

机构地区：[1]华东理工大学药学院,上海200237

出　　处：《合成化学》2011年第6期802-805,共4页Chinese Journal of Synthetic Chemistry

摘　　要：以4-溴苯乙酮为起始原料,经溴化、与3-甲氧基苯硫酚缩合、分子内环合得6-甲氧基-2-(4-溴苯基)苯并[b]噻吩(5);5经溴化、氧化反应后,与4-[2-(1-哌啶基)乙氧基]苯酚缩合制得关键中间体3-{4-[2-(1-哌啶基)乙氧基]苯氧基}-6-甲氧基-2-(4-溴苯基)苯并[b]噻吩亚砜(7);7再经还原、脱甲基、甲氧基化反应合成了阿佐昔芬,总收率24.3%,其结构经1H NMR和EI-MS确证。6-Methoxy-2-（4-bromophenyl）benzo[b]thiophene（5） was preparaed from 4-bromoacetophenone by the bromination,the condensation with 3-methoxybenzenethiol and an intramolecular cyclization.A key intermediate,3-{4-[2-（1-piperidinyl）ethoxy]phenoxy}-6-methoxy-2-（4-bromophenyl）benzo[b]thiophene sulfoxide（7）,was obtained by the bromination of 5,then oxidation and condensation with 4[2-（1-piperidinyl）ethoxy]phenol.Arzoxifene in an overall yield of 24.3% was synthesized by the reduction of 7,then demethylation and methoxylation.The structures were confirmed by 1H NMR and EI-MS.

关 键 词：阿佐昔芬 选择性雌激素受体调节剂 药物合成 

分 类 号：O526.12[理学—高压高温物理] R914.5[理学—物理]