R-兰索拉唑的合成新方法  

Novel Synthetic Method of R-lansoprazole

作　　者：李翔[1] 刘丰良[1] 聂作兵 李翠钦 

机构地区：[1]中南大学化学化工学院,湖南长沙410083

出　　处：《广州化学》2014年第4期61-64,共4页Guangzhou Chemistry

摘　　要：2-氯甲基-3-甲基-4-(2,2,2-三氟乙氧基)吡啶盐酸盐和2-巯基苯并咪唑经缩合反应得到兰索拉唑硫醚;以L-亮氨酸经结构修饰得到的二齿手性氨基醇为催化剂、叔丁基过氧化氢为氧化剂,不对称氧化兰索拉唑硫醚得到R-兰索拉唑粗品。经分离纯化得到产物,e.e.值99.5%,两步反应总收率43.3%。产物经IR、MS、1H-NMR、手性HPLC确证。R-Lansoprazole was synthesized from 2-chloromethyl-3-methyl-4-（2,2,2-tri-fluoroethoxy）pyridine hydrochloride and 2-mercaptobenzimidazole by condensation and asymmetric oxidation, in which bidentate chiral amino alcohols from L-leucine derivatives as chiral catalyst, using tert-butyl hydroperoxide as oxidant converts. After the purification, optical purity was 99.5%, and with an overall yield of 43.3%. The product was characterized by IR, MS, 1H-NMR and chiral HPLC.

关 键 词：L-亮氨酸 手性氨基醇 不对称氧化 合成 R-兰索拉唑 

分 类 号：R914.5[医药卫生—药物化学]