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Total Synthesis of Cordycepin
Chinese Journal of Organic Chemistry Pub Date : 2013-01-01 , DOI: 10.6023/cjoc201303009
Qihuan Li , Ruchun Yang , Zhizhong Ruan , Tao Hu , Haixin Ding , Qiang Xiao

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 Bar- ton-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%. Keywords nucleoside; total synthesis; natural product; glycosylation; radical reactions; carbohydrate

中文翻译:

虫草素的全合成

虫草素具有广泛的生物和药物活性,在多个方面对人类健康有益。本文开发了两条以D-葡萄糖或D-木糖为起始原料的高品质虫草素合成路线。全合成的关键步骤是使用 Barton-McCombie 反应将 3-OH 脱氧得到 3-脱氧核糖。虫草素分 8 步和 7 步获得,总产率分别为 37% 和 40%。其纯度在98.5%以上。关键词核苷;全合成;天然产物;糖基化;自由基反应;糖类
更新日期:2013-01-01
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