目的：研究1-苄氧甲基-3-羟基-5-羟甲基-6-苄基尿嘧啶e的最佳合成方法，以考察在1-苄氧甲基-5-羟甲基-6-苄基尿嘧啶a N-3位引入羟基后其生物活性的变化。方法：尝试多种氮原子羟基化方法，最终通过改进后的间氯过氧苯甲酸（3-chloroperbenzoic acid，m-CPBA）氧化法成功地合成了1-苄氧甲基-3-羟基-5-羟甲基-6苄基尿嘧啶e；通过酶联免疫吸附法（enzyme-linked immunesorbent assay，ELISA）和磷酸化DNA包被法分别对目标化合物进行了人类免疫缺陷病毒（human immunodeficiency virus,HIV）逆转录酶（reverse transcriptase，RT）和整合酶（integrase，IN）抑制活性的测定。结果：m-CPBA氧化法在N-3位羟基化只需1步反应，收率达到60%~70%，目标化合物通过1H NMR、13C NMR和MS鉴定结构正确；活性测定结果显示：1-苄氧甲基-5-羟甲基-6-苄基尿嘧啶a N-3位引入羟基后保留了HIV逆转录酶抑制活性，同时还产生了HIV整合酶抑制活性。结论：利用改进后的m-CPBA氧化法可以简便、高效地合成1-苄氧甲基-3-羟基-5-羟甲基-6-苄基尿嘧啶e，且该化合物对HIV逆转录酶和整合酶都具有抑制活性。

Objective：To find the best synthesis method of 6-benzyl-1-［(benzyloxy)methyl］-3-hydro-xy-5-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione e for observing the change of its biological activity after N-3 hydroxylation.  Methods: After trying some N-hydroxylation methods, the target compound was successfully synthesized via one-pot oxidizing process by sodium hydride (NaH) and 3-chloroperbenzoic acid(m-CPBA); the anti-HIV reverse transcriptase (RT) activity and integrase (IN) activity of the target compound was assayed via enzyme-linked immunesorbent assay (ELISA) and phosphorylation of DNA package method.  Results:  The target compound could be obtained through the improved m-CPBA oxidative method by only one step, and the yield of the reaction could reach  60%－70%.And the structure of this compound was identified by 1H NMR, 13C NMR and MS; The activity result showed it added  the anti-HIV IN activity after N-3 hydroxylation as well as retained the anti-HIV RT activity. Conclusion: The improved m-CPBA oxidative method is a convenient and efficient way to prepare  the compound 6-benzyl-1-［(benzyloxy)methyl］-3-hydroxy-5-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione e which has both anti-HIV RT and IN activity.