有机化学 ›› 2015, Vol. 35 ›› Issue (4): 910-916.DOI: 10.6023/cjoc201410034 上一篇    下一篇

研究简报

溴呋啶及其类似物的合成新方法研究

李培源, 张建瑞, 郭胜海, 张新迎, 范学森   

  1. 河南师范大学化学化工学院 河南省精细化学品绿色制造协同创新中心 新乡 453007
  • 收稿日期:2014-10-24 修回日期:2014-11-22 发布日期:2014-12-09
  • 通讯作者: 范学森, 张新迎 E-mail:xuesen.fan@htu.cn;xinyingzhang@htu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21172057, 21272058, 21202040)及教育部博士点基金(No. 20114104110005)资助项目.

New Synthesis of Brivudine and Its Analogs

Li Peiyuan, Zhang Jianrui, Guo Shenghai, Zhang Xinying, Fan Xuesen   

  1. School of Chemistry and Chemical Engineering, Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals, Henan Normal University, Xinxiang 453007
  • Received:2014-10-24 Revised:2014-11-22 Published:2014-12-09
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21172057, 21272058, 21202040), and the Research Fund for the Doctoral Program of Higher Education (No. 20114104110005).

以5-甲酰基嘧啶核苷为原料, 先经与四溴化碳缩合得5-(2,2-二溴乙烯基)嘧啶核苷类似物, 然后在亚磷酸二乙酯和三乙胺的作用下发生立体选择性脱溴反应, 高效合成了溴呋啶及其类似物.

关键词: 嗅呋啶, 偕二溴代烯烃, 脱溴反应

In this paper, a simple and practical method for the preparation of brivudine (BVDU) and its analog nucleoside derivatives via condensation of the easily obtainable 5-formyl pyrimidine nucleosides with carbon tetrabromide followed by an efficient and stereoselective debromination promoted by diethyl phosphite and triethylamine is presented.

Key words: brivudine, gem-dibromoalkenes, debromination