文献类型：期刊文献

中文题名：阿佐昔芬的合成

英文题名：Synthesis of Arzoxifene

作者：刘爱霞[1];禹艳坤[1];王超[1];冀亚飞[1]

机构：[1]华东理工大学药学院,上海200237

年份：2011

卷号：19

期号：6

起止页码：802

中文期刊名：合成化学

外文期刊名：Chinese Journal of Synthetic Chemistry

收录：CSTPCD;;北大核心:【北大核心2008】；CSCD:【CSCD_E2011_2012】；

语种：中文

中文关键词：阿佐昔芬;选择性雌激素受体调节剂;药物合成

外文关键词：Arzoxifene; selective estrogen receptor modulators; drug synthesis

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.