Author： Chen Yanli Guo Ying Yang Hua Wang Xiaowei Liu Junyi
Publisher： Taylor & Francis Ltd
ISSN： 0039-7911
Source： Synthetic Communications, Vol.36, Iss.19, 2006-09, pp. : 2913-2920
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Abstract
1,3‐Dibenzyl‐6‐methyl‐5‐zincbromomethyluracil 6 was prepared starting from 6‐methyluracil 1 . The cross‐coupling reaction of benzylic zinc reagent 6 with PhI using bis(dibenzylideneacetone) palladium(0) and (o‐furyl) 3 P as catalyst gave 1,3,5‐tribenzyl‐6‐methyluracil 7 . The N‐1,N‐3‐dibenzyl group could be removed in dealkylation to give the 5‐benzyl‐6‐methyluracil 8 . It was N‐1‐alkylated with chloromethyl ethyl ether or chloromethyl benzyl ether to obtained the targets 9a and b . All synthesized compounds were tested for their inhibition of HIV‐1 reverse transcriptase, and moderate activity were found for target compounds 9a and b and 5 .
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