双苯基马来海松酸内酯的合成和手性识别特性  

Synthesis and enantiodiscrimination property of the double phenyl maleopimaric lactonohydrolase

作　　者：韦京辰[1,2] 姚贵阳[1] 叶鳗仪[1] 戴伟龙[1] 李亚军[1] 潘英明[1] 王恒山[1] 

机构地区：[1]广西师范大学化学化工学院药用资源化学与药物分子工程重点实验室,广西桂林541004 [2]桂林医学院药理学教研室,广西桂林541004

出　　处：《化学试剂》2013年第3期209-212,222,共5页Chemical Reagents

基　　金："973"计划前期研究专项资助项目(2011CB51-2005);国家自然科学基金资助项目(81260472;21101035);广西自然科学基金资助项目(2011GXNSFD018010;2010GXNS-FF013001)

摘　　要：由苯基格氏试剂对马来海松酸三甲酯选择性加成和水解反应,合成了一个新的手性酸,其结构均经元素分析、NMR、MS表征,前体甲酯结构通过COSY、HSQC和HMBC进行了分析,产物对3种不同胺的手性识别结果表明,与马来海松酸对比,产物对胺的识别效果有显著增强,有望作为手性识别试剂。A new chiral acid had been synthesized conveniently and efficiently from Grignard reagent to maleopimaric acid trimethyl ester. The structures were characterized by elemental analyses,NMR and MS,and stero-structures were further determined by COSY, HMQC and HMBC. The enantiodiscrimi-nating ability was investigated by 1HNMR spectroscopy. The result showed that comparing with maleopimaric acid, the product exhibited better enantiodiscriminating ability toward the racemic chiral amines and is expected to applyas chiral derivatization reagents.

关 键 词：马来海松酸三甲酯 胺 二维核磁共振 手性识别 

分 类 号：O657.61[理学—分析化学]