新型安眠药加波沙朵的合成  

Synthesis of a novel hypnotic,gaboxadol

作　　者：荣连招[1] 常东亮[2] 

机构地区：[1]中国科学院广州化学研究所纤维素重点实验室,广东广州510650 [2]中国科学院嘉兴中心应用化学分中心,浙江嘉兴314006

出　　处：《中国药物化学杂志》2007年第3期166-169,共4页Chinese Journal of Medicinal Chemistry

摘　　要：目的合成新型安眠药加波沙朵。方法以甘氨酸乙酯盐酸盐、氯化苄和γ-丁内酯为原料,合成N-苄基甘氨酸乙酯和4-溴丁酸乙酯,经环合得到N-苄基-3-氧代-4-甲酸乙酯哌啶盐酸盐,该盐经氢化、基团保护,再与羟胺反应环合得到3-羟基-6-甲酸乙酯-4,5,6,7-四氢异唑[5,4-c]吡啶,最后去保护得到目标产物。结果与结论中间体及产物结构经IR、1H-NMR和13C-NMR确认。Aim To synthesize a novel hypnotic gaboxadol. Methods With glycine ethyl ester hydrochloride, benzyl chloride, and γ-butyrolactone as raw materials, N-benzyl glycine ethyl ester and 4-bromobutyrate ethyl were synthesized respectively. Ethyl N-benzyl-3-oxo-piperidine-4-carboxylate hydrochloride was then synthesized via cyclization. Followed by hydrogenation, N-protection, hydroxylamine cyclization, and deprotection, gaboxadol was obtained. Results and conclusion The related structures of intermediates and product were identified by IR, ^1H-NMR, and ^13C-NMR.

关 键 词：加波沙朵 N-苄基-3-氧代-4-甲酸乙酯哌啶盐酸盐 甘氨酸乙酯盐酸盐 安眠药 

分 类 号：R914[医药卫生—药物化学]