虫草素的全合成研究

Total Synthesis of Cordycepin

虫草素具有广谱的生物活性和药理学作用,有着重要的开发价值.为了大量制备高纯度虫草素,分别以D-葡萄糖和D-木糖为原料,以Barton-McCombie反应脱去葡糖糖和木糖3'-羟基合成得到3'-脱氧核糖为关键步骤,分别经过8步和7步化学反应以37%和40%的总产率完成了虫草素的全合成,产物纯度>98.5%.

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%.