2-碘腺苷合成新方法

New synthesis of 2-iodoadenosine

报道了核苷药物中间体2-碘腺苷的合成新方法.以2-氨基-6-氯-2′,3′,5′-三-O-乙酰基嘌呤核苷为原料,以CH3CN为溶剂,I2为碘源,5%的Cu I为催化剂,合成了到2-碘-6-氯-2′,3′,5′-三-O-乙酰基嘌呤核苷,继而在饱和的NH3/CH3OH溶液中氨解,以两步和78.2%的总收率得到2-碘腺苷.反应规模可以扩大到公斤级,收率没有降低.中间体及产物的分离、纯化不需要柱层析.该方法高效、简便、易于操作,显示出很好的应用前景.

The synthesis of the nucleoside intermediate 2-iodoadenosine was developed.2-amino-6-chloro-2′,3′,5′-tri-O-acetylpurineriboside was converted to 6-chloro-2-iodo-2′-,3′,5′-tri-O-acetylpurineside in CH3 CN in the presence of I2 catalyzed by 5% Cu I.Followed by the ammonolysis in NH3/CH3 OH,2-iodoadenosine was obtained through two steps and 78.2% total yield.The yields were maintained even on kilograms scales.Furthermore,the intermediate and product could be purified by simple work-up process and chromatography was avoided,which showed good prospect for industrial applications.