N-取代手性吡咯化合物的合成  

Synthesis of N-Substituted Chiral Pyrrole Compounds

作　　者：朱寒晓 张洋[1] Zhu Hanxiao;Zhang Yang(College of Biological and Chemical Engineering,Jiajcing University,Jiaxing,Zhejiang 314001,China)

机构地区：[1]嘉兴学院生物与化学工程学院,浙江嘉兴314001

出　　处：《化学世界》2019年第4期247-250,共4页Chemical World

基　　金：浙江省科技计划(No.2017C37016)资助项目

摘　　要：将2,5-二甲氧基四氢呋喃分别与(R)-4-甲氧基-α-甲基苄胺、(S)-1,2,3,4-四氢萘胺及反式-(1S,2S)-2-氨基环戊醇盐酸盐反应,制备得到3个光学纯的N-取代手性吡咯化合物。目标化合物的结构经过~1H NMR、^(13)C NMR及高分辨率质谱仪(HRMS)表证,旋光度经过旋光测定仪测定。推测了该改良的Paal-Knorr反应机理。Three optically pure N-substituted chiral pyrrole compounds, which have not been reported before, were prepared by treating 2,5-dimethoxytetrahydrofuran with(R)-4-methoxy-α-methyl-benzylamine,(S)-1,2,3,4-tetra hydronaphthylamine and trans-(1S,2S)-2-aminocyclopentanol hydrochloride, respectively. The structure of target compounds were confirmed by 1H NMR, 13C NMR, and high resolution mass spectrometer, and the optical rotation was determined by optical rotation meter. The proposed mechanism of the modified Paal-Knorr reaction was suggested.

关 键 词：N-取代手性吡咯 Paal-Knorr反应 合成 

分 类 号：O626.1[理学—有机化学]