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有机化学
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有机化学 ›› 2013, Vol. 33 ›› Issue (07): 1564-1567.DOI: 10.6023/cjoc201301038 上一篇    下一篇

研究简报

康布瑞汀磷酸酯二钠盐合成工艺的优化

肖繁花, 吴范宏   

  1. 上海应用技术学院化学与环境工程学院 上海 201418
  • 收稿日期:2013-01-16 修回日期:2013-02-21 发布日期:2013-03-07
  • 通讯作者: 吴范宏 E-mail:wfh@sit.edu.cn

Process Optimization for the Synthesis of Disodium Combretastatin A-4 Phosphate

Xiao Fanhua, Wu Fanhong   

  1. School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418
  • Received:2013-01-16 Revised:2013-02-21 Published:2013-03-07

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被引次数

1

对康布瑞汀磷酸酯二钠盐的合成工艺进行优化. 确定了以3,4,5-三甲氧基苯甲醛为原料, 经还原、溴代、成鏻盐合成中间体3, 4, 5-三甲氧基苄溴三苯基鏻盐; 鏻盐与3-三苯甲氧基-4-甲氧基苯甲醛经Wittig反应、脱三苯甲基保护基、与亚磷酸二苄酯成酯、脱苄基成钠盐得到康布瑞汀磷酸酯二钠盐的方法. 所得康布瑞汀磷酸酯二钠盐(1), HPLC纯度达99.5%. 总收率为43.0%. 经优化后的工艺原料价廉易得, 操作简便, 成本低廉, 适合于工业化生产.

关键词: 康布瑞汀磷酸酯二钠, 抗癌药, 合成

The method for the synthesis of disodium combretastatin A-4 phosphate was studied. The target product was prepared from 3,4,5-trimethoxyl benzaldehyde as the starting material, through 7-step reactions including reduction, bromation, phosphonium salt formation, Wittig reaction, detritylation reaction, dibenzylphosphorylation reaction, deprotection and disodium salt formation. Disodium combretastaton A-4 phosphate (1) was prepared with HPLC purity of 99. 8% and the total yield of 43.0%. The optimized synthetic process has the advantages of available starting material, simplicity and cheapness, which was more suitable for industrialized production.

Key words: disodium combretastatin A-4 phosphate, anti-cancer drug, synthesis