Synthesis of l-(alkoxymethyl)-5-benzyl-6-methyluracil as potential nonnucleoside HIV-1 RT inhibitors

被引：4

作者：

Chen, Yanli

Guo, Ying

Yang, Hua

Wang, Xiaowei ^{[1
]}

Liu, Junyi

机构：

[1] Peking Univ, Dept Biol Chem, Beijing 100083, Peoples R China

[2] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2006年 / 36卷 / 19期

关键词：

HIV-1 reverse transcriptase; nonnucleoside reverse transcriptase inhibitors; N-1-alkylated-5-benzyl-6-methyluracil;

D O I：

10.1080/00397910600772850

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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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页码：2913 / 2920

页数：8

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