HIV-1 RT抑制剂研究I.1,3-二苄基-6-(3,4-环氧丁基)尿嘧啶的合成 |
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引用本文: | 王孝伟,张志丽,刘杰,马小艳,刘俊义.HIV-1 RT抑制剂研究I.1,3-二苄基-6-(3,4-环氧丁基)尿嘧啶的合成[J].有机化学,2004,24(10):1271-1273. |
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作者姓名: | 王孝伟 张志丽 刘杰 马小艳 刘俊义 |
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作者单位: | 北京大学药学院化学生物学系,北京,100083 |
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摘 要: | 报道了1,3-二苄基-6-(3,4-环氧丁基)尿嘧啶的合成新方法.以6-甲基尿嘧啶(1)为起始物,经1,3-二苄基-6-甲基尿嘧啶(2)及未见文献报道的1,3-二苄基-6-(3-丁烯基)尿嘧啶(3)和1,3-二苄基-6-(3-羟基-4-溴丁基)尿嘧啶(4),首次高收率合成了1,3-二苄基-6-(3,4-环氧丁基)尿嘧啶(5),并对其化学结构进行了表征.
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关 键 词: | 1 3-二苄基-6-(3-丁烯基)尿嘧啶 1 3-二苄基-6-(3-羟基-4-溴丁基)尿嘧啶 1 3-二苄基-6-(3 4-环氧丁基)尿嘧啶 |
修稿时间: | 2004年1月5日 |
Study on HIV-1 RT Inhibitor I.Synthesis of 1,3-Dibenzyl-6- (3,4-epoxybutyl) uracil |
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Abstract: | An efficient practical synthetic method for preparing 1,3-dibenzyl-6-(3,4-epoxybutyl) uracil (5) has been realized from 6-methyluracil (1). The title compound 5 is a key intermediate compound of HIV-1RT and methionine synthase inhibitors. 6-Methyluracil (1) was used as starting material to react with benzyl bromide giving 1,3-dibenzyl-6-methyluracil (2), which reacted with allyl bromide to afford 1,3-dibenzyl-6-(3-butenyl)uracil (3). Compound 3 reacted with NBS in DMSO-H 2O to yield 4, which was converted into the title compound 5 under basic conditions in good yield. |
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Keywords: | dibenzyl-6-(3-butenyl)uracil 1 3-dibenzyl-6-(3-hydroxyl-4-bromobutyl)uracil 1 3-dibenzyl-6-(3 4-epoxybutyl)uracil |
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