摘要
光学活性吡咯烷衍生物是一类重要的药物合成中间体.从l-天冬氨酸出发,经氨基保护、脱水成酸酐、还原等四步反应得到半缩醛化合物,总收率为73%.半缩醛化合物与l-酪氨酸衍生物及氰基负离子作用,反应得到吡咯烷衍生物(S)-4-氨基-1-((S)-1-羟基-3-(4-甲氧基苯基)-2-丙基)吡咯烷-2-腈,为含有该中间体药物的不对称合成奠定了基础.
The optically active pyrrolidine derivatives are important intermediates for pharmaceutical synthesis.Starting froml-aspartic acid,hemiacetal compound was obtained with the reactions of amino protection,dehydration into anhydride and reduction.The overall yield was 73% for four steps.The hemiacetal reacted with l-tyrosine derivatives and cyano anions to obtain the chiral pyrrolidine derivatives1-（（S）-1-hydroxy-3-（4-methoxyphenyl）propan-2-yl）pyrrolidine-2-carbonitrile,which laid the foundation for the asymmetric synthesis of the drugs containing pyrrolidine derivatives.
作者
姜洁
许顾杰
陈玲艳
JIANG Jie;XU Gujie;CHEN Lingyan(School of Chemistry and Chemical Engineering,Shanghai University of Engineering Science,Shanghai 201620,China)
出处
《上海工程技术大学学报》
CAS
2018年第2期107-110,共4页
Journal of Shanghai University of Engineering Science
基金
上海工程技术大学大学生创新训练计划资助项目(cx1604002)
关键词
L-天冬氨酸
腈
吡咯烷
药物合成
l -aspartic acid
nitrile
pyrrolidine
drug synthesis
