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有机化学
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有机化学 ›› 2013, Vol. 33 ›› Issue (01): 106-109.DOI: 10.6023/cjoc201209019 上一篇    下一篇

研究论文

利用直接融合法合成C(8)-戊基鸟苷

黄木华   

  1. 北京理工大学材料学院 北京 100081
  • 收稿日期:2012-09-13 修回日期:2012-10-09 发布日期:2012-10-12
  • 通讯作者: 黄木华 E-mail:mhhuang@bit.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21202008)资助项目.

Synthesis of 8-Pentyl-guanosine by Direct Glycosylation

Huang Muhua   

  1. School of Materials Science and Engineering, Beijing Institute of Technology, Beijing 100081
  • Received:2012-09-13 Revised:2012-10-09 Published:2012-10-12
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21202008).

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被引次数

1

报道了C(8)-戊基取代鸟苷的直接合成法. 首先, 以高效、简洁的方法合成了C(8)-戊基取代鸟嘌呤, 并且分离到了磷亚胺中间体, 通过核磁和质谱等手段加以确定, 从实验层面验证了亚硝基法合成C(8)-取代嘌呤的机理; 其次, 通过该鸟嘌呤与核糖直接融合进行糖基化, 制备了C(8)-戊基取代鸟苷, 开辟了一条C(8)-碳取代鸟苷的绿色合成方法.

关键词: C(8)-碳取代鸟嘌呤, 直接糖基化, 亚硝基嘧啶, 磷亚胺, 核苷

8-Pentyl-guanosine was prepared by direct glycosylation based on the easy access to 8-pentyl-guanine, which provided a green chemistry approach to 8-C-substituted guanosine. In addition, this paper reported the isolation and characterization of an iminophosphane intermediate, which provide an experimental evidence for the proposed mechanism.

Key words: 8-alkyl-guanine, direct glycosylation, nitrosopyrimdine, iminophosphane, nucleoside