Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (06): 1340-1344.DOI: 10.6023/cjoc201303009 Previous Articles     Next Articles



李启欢, 阳如春, 阮志忠, 胡韬, 丁海新, 肖强   

  1. 江西科技师范大学 江西省有机功能分子重点实验室 南昌 330013
  • 收稿日期:2013-03-06 修回日期:2013-04-24 发布日期:2013-05-06
  • 通讯作者: 肖强
  • 基金资助:

    国家自然科学基金(NSFC, Nos.20962009, 21062006);教育部新世纪优秀人才支持计划(NCET, No.11-1000);江西省青年科学家人才计划和南昌市科技局资助项目.

Total Synthesis of Cordycepin

Li Qihuan, Yang Ruchun, Ruan Zhizhong, Hu Tao, Ding Haixin, Xiao Qiang   

  1. Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013
  • Received:2013-03-06 Revised:2013-04-24 Published:2013-05-06
  • Supported by:

    Project supported by the National Natural Science Foundation of China (NSFC, Nos.20962009, 21062006), the Program for New Century Excellent Talents in University (NCET, No.11-1000), the Training Project of Jiangxi Youth Scientists, and the Bureau of Science & Technology of Nanchang City.

Cordycepin has a large spectrum of biological and pharmaceutical activities, which is beneficial to human health in a number of aspects.In present paper, two total synthetic routes are developed to provide high quality product of cordycepin using D-glucose or D-xylose as the starting materials.The key step of the total synthesis is deoxygenation of 3-OH using Barton-McCombie reaction to afford 3-deoxyribose.Cordycepin is obtained in 8 steps and 7 steps with 37% and 40% overall yield, respectively.Its purity is above 98.5%.

Key words: nucleoside, total synthesis, natural product, glycosylation, radical reactions, carbohydrate