| A Novel Method for Synthesizing 6-Chloro and 6-Methoxypurinenucleoside |
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| 引用本文： | LIU,Qi-Bin QU,Gui-Rong LI,Yong. A Novel Method for Synthesizing 6-Chloro and 6-Methoxypurinenucleoside[J]. 有机化学, 2004, 24(Z1): 92 |
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| 作者姓名： | LIU Qi-Bin QU Gui-Rong LI Yong |
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| 作者单位： | LIU,Qi-Bin（Key Laboratory of Environmental Science and Technology of High Education of Henan Province, College of Chemical and Environmental Science, Henan Normal University, Xinxiang 453002） QU,Gui-Rong（Key Laboratory of Environmental Science and Technology of High Education of Henan Province, College of Chemical and Environmental Science, Henan Normal University, Xinxiang 453002） LI,Yong（Key Laboratory of Environmental Science and Technology of High Education of Henan Province, College of Chemical and Environmental Science, Henan Normal University, Xinxiang 453002） |
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| 摘 要： | 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.
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A Novel Method for Synthesizing 6-Chloro and 6-Methoxypurinenucleoside |
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| LIU,Qi-Bin,QU,Gui-Rong,LI,Yong. A Novel Method for Synthesizing 6-Chloro and 6-Methoxypurinenucleoside[J]. Chinese Journal of Organic Chemistry, 2004, 24(Z1): 92 |
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| Authors: | LIU Qi-Bin QU Gui-Rong LI Yong |
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