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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (03): 503-505. 上一篇    下一篇

研究简报

E-5-(2-溴乙烯基)-2'-脱氧尿嘧啶的简便合成方法研究

王春娟，谢芳，张万斌*   

  1. (上海交通大学化学化工学院 上海 200240)
  • 收稿日期:2007-06-03 修回日期:2007-08-29 发布日期:2008-03-18
  • 通讯作者: 张万斌

Convenient Synthesis of E-5-(2-Bromovinyl)-2'-deoxyuridine

WANG Chun-Juan,XIE Fang,ZHANG Wan-Bin*   

  1. (School of Chemistry & Chemical Technology, Shanghai Jiao Tong University, Shanghai 200240)
  • Received:2007-06-03 Revised:2007-08-29 Published:2008-03-18
  • Contact: ZHANG Wan-Bin

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以2'-脱氧尿嘧啶为原料, 在糖苷羟基未保护情况下, 经过羟甲基化、选择性氧化、Knoevenagel缩合和Hunsdiecker反应等4步反应, 简便地合成了抗病毒药物E-5-(2-溴乙烯基)-2'-脱氧尿嘧啶, 为工业化生产提供了可靠的依据.

关键词: E-5-(2-溴乙烯基)-2'-脱氧尿嘧啶, 选择性氧化, 合成

The potent anti-herpes agent, E-5-(2-bromovinyl)-2'-deoxyuridine was conveniently synthesized via four steps of hydroxylmethylation, selective oxidation, Knoevenagel condensation and Hunsdiecker reaction, from commercially available 2'-deoxyuridine with unprotected hydroxy groups. The protocol is suitable for the commercial production of BVDU.

Key words: selective oxidation, synthesis, E-5-(2-bromovinyl)-2'-deoxyuridine