佐米曲坦的Fischer吲哚环合工艺改进  

Improved cyclization process of Fischer indole reaction for the preparation of zolmitriptan

作　　者：符乃光[1,2] 陈祎平 

机构地区：[1]海南大学热带生物资源教育部重点实验室材料与化工学院,海南海口570228 [2]海南医学院药学系,海南海口571101

出　　处：《化学试剂》2008年第11期865-866,共2页Chemical Reagents

摘　　要：以(S)-4-(4-氨基苄基)噁唑烷-2-酮为起始原料,经重氮化、还原制得(S)-4-(4-肼基苄基)噁唑烷-2-酮。再和4,4-二乙氧基-N,N-二甲基丁胺缩合后经回流环合制得选择性5-HT1B/1D激动剂佐米曲坦。通过比较不同的环合条件,确定在pH3～4、回流温度下、反应5h的条件下环合效果较好,总收率达45.3%。改进后的工艺操作简便易行。Zolmitriptan, a kind of selective 5-HT18/1D receptor agonist, was synthesized from （ S ） -4- （4- amino- benzyl） oxazolidin-2- one via diazotization and reduction to give （S）-4-（4-hydrazinobenzyl）oxazolidin-2-one, which was then subjected tu-condensalion with 4,4-diethoxy-N, N-dimethyl-butylamine followed by cyelization. Several conditions were compared in the course of cyelization, and the results indicated that the optimal reaction was conducted at a temperature of 80 - 85 ℃ for 5 h with the pH value of the reaction system regulated at 3 - 4. The overall yield of the productwas 45.3% .The method was simple and the process operation was easily realizable.

关 键 词：佐米曲坦 抗偏头痛 fischer吲哚环合 

分 类 号：O626[理学—有机化学]