绿色合成抗癫痫药氯西加酮及其类似物  

A Green Route for the Synthesis of Antiepileptic Drug Losigamone and Its Analogues

作　　者：刘改枝[1] 吴亚[1] 徐海伟[2] 刘宏民[2] 

机构地区：[1]河南中医学院药学院,郑州 450046 [2]郑州大学药学院郑州,450001

出　　处：《有机化学》2013年第7期1527-1531,共5页Chinese Journal of Organic Chemistry

基　　金：河南中医学院博士基金(No.BSJJ2010-03)资助项目~~

摘　　要：用温和高效的方法实现了抗癫痫药氯西加酮及其系列类似物的非对映选择性绿色合成.4-甲氧基呋喃酮与芳香醛发生类似Aldol缩合的反应合成系列氯西加酮类似物.通过结晶的方法高选择性地得到(de≥96%)氯西加酮.在反应体系中引入手性诱导试剂实现氯西加酮的非对映选择性合成.所有新化合物的结构都经过1H NMR,13C NMR,IR,HRMS确认.By an efficient and mild diastereoselective aldol-type reaction of aromatic aldehyde with 4-methoxyfuran- 2（SH）-one, losigamone and a series of its analogues were synthesized. Fortunately, the racemic threo-isomers of losigamone were obtained by crystallization with good de value （≥96%）. The introduction of chiral reagents to the reaction system re- sulted in diastereoselectivity to losigamone. All structures of new compounds were confirmed by 1H NMR, 13C NMR, IR and HRMS techniques.

关 键 词：绿色合成 氯西加酮 合成 抗癫痫药 非对映选择性 

分 类 号：TQ463[化学工程—制药化工]