手性助剂法不对称合成γ-不饱和氨基酸  

Asymmetric Synthesis of γ-Unsaturated Amino Acids Using Chiral Auxiliary

作　　者：叶玲娅[1] 武红丽[1] 张小龙[1] 周佳栋[1] 曹飞[1] 韦萍[1] 

机构地区：[1]南京工业大学制药与生命科学学院,材料化学工程国家重点实验室,南京210009

出　　处：《应用化学》2009年第3期346-348,共3页Chinese Journal of Applied Chemistry

基　　金：国家"九七三"重点基础研究发展计划资助项目(2003CB7160004)

摘　　要：采用2-N-（N’-苄基脯氨酰）-氨基二苯甲酮-镍（Ⅱ）-甘氨酸复合物与2-N-（N’-苄基脯氨酰）．氨基二苯甲酮-镍（Ⅱ）-丙基酸复合物为手性助剂，与3-烯丙基溴进行取代反应，制备了2种手性非蛋白不饱和氨基酸。反应过程操作简便，复合物产率达90％～93％．2-氨基-4-烯-戊酸和2-甲基-2-氨基4-烯-戊酸的总收率分别为75％和80％。手性助剂回收率达90％。中间产物及γ-不饱和氨基酸经^1H NMR和质谱测试技术的确证。Two enantionmetrie unsaturated amino acids were asymmetrically synthesized with Gly-Ni-2 [ N- （N＇-benzylprolyl） amino ] benzophenone and Ala-Ni-2 [ N- （ N＇-benzylprolyl ） amino ] benzophenone as chiral auxiliary to undergo replacement reaction with 3-bromopropene. The yields of two intermediates were 90% 93% and the yields of the amino acids were 75% and 80% respectively. The recovery of the Chiral auxiliary 2-IN-（N＇-benzylprolyl） ]-aminobenzophenone was over 90% without any loss of optical purity. All the products were characterized by NMR, MS, and optical rotation.

关 键 词：氨基烯戊酸 甲基氨基烯戊酸 手性助剂 

分 类 号：O621.3[理学—有机化学]