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M1dG
Current Protocols · 2023 ·Vol. 3 ·期 5 ·e741 · IF 0

Acid-Promoted Cyclization Reaction of the Guanine Base with 1,1,3,3-Tetramethoxypropane: A Method for the Preparation of M1dG and its Derivatives

Wen-Wu Sun,Yi-Bing Xie,Ting-Ting Deng,Jie Huang,Ji-Kai Liu,Bin Wu

Despite the importance of nucleosides and nucleotides for drug discovery, only a few practical methods to prepare tricyclic nucleosides have been reported. Here, we describe a synthetic strategy for late-stage functionalization of nucleosides and nucleotides via chemo- and site-selective acid-promoted intermolecular cyclization. The nucleoside analogs with an additional ring were obtained in moderate-to-high yields, including some antiviral drugs (acyclovir, ganciclovir, and penciclovir) derivatives, endogenous fused ring nucleoside (M 1 dG) and its derivatives, and nucleotide derivatives. © 2023 Wiley Periodicals LLC. Basic Protocol 1 : Synthesis of tricyclic acyclovir analogs ( 3a-3c ) Basic Protocol 2 : Synthesis of tricyclic nucleosides M 1 dG ( 6 ) and M 1 G ( 9 ) Basic Protocol 3 : Synthesis of tricyclic nucleotide ( 12 )

研究领域: 药物化学 · 有机合成 · 核酸化学 · 分子生物学 · 化学生物学 · 抗病毒药物研发
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