＜正＞Acyclic nucleosides have been identified as a new class of antiviral agents with a broad spectrum of activi...
QU,Gui-Rong HAN, Su-Hui ZHANG, Zhi-Guang XUE, Feng GENG, Ming-Wei (Key Laboratory of Environmental Science and Technology of High Education of Henan Province, College of Chemical and Environmental Science, Henan Normal University, Xinxiang 453007)
Starting from tetraacetylribofuranose (Ⅰ) and 6-chloropurine (Ⅲ), in the presence ofp-toluenesulfonic acid as catalyst, the intermediate 2',3',5'-tri-O-acetyl-6-chloropurine nucleoside (Ⅲ) was synthesized for the first time under microwave irradiation in the yield of 80.1%. The title compounds 6-chloro-9-β-D-purinenucleoside (Ⅳ) and 6-methoxy9-β-D-purinenucleoside (Ⅴ) were easily obtained by treatment the intermediate (Ⅲ) with NH3/CH3OH and Na2CO3/CH3OH in the yields of 78.8% and 76.9%, respectively. Structures of Ⅳ and Ⅴ have been identified by 1H NMRand elementary analysis. The optimal conditions for condensation were as follows: n(Ⅰ): n(Ⅱ)= 1: 1, m(TsOH):m(6-chloropurine)=3 × 10-2, microwave irradiation at 595 W for 4.5 min, at 462 W for 1 min, at 119 W for 0.5 min;aminolysis condition for Ⅳ: room temperature for 5 min; alkaline hydrolysis conditions for Ⅴ: reflux for 5 h.……
