Synthesis of 5′-triphosphate mimics (P3Ms) of 3′-azido-3′, 5′-dideoxythymidine and 3′, 5′-dideoxy-5′-difluoromethylenethymidine as HIV-1 reverse …

…, M Prhavc, P Fagan, JL Brooks, T Hurd…

Index: Rajwanshi, Vivek K.; Prhavc, Marija; Fagan, Patrick; Brooks, Jennifer L.; Hurd, Tiffany; Cook, P. Dan; Wang, Guangyi Nucleosides, Nucleotides and Nucleic Acids, 2005 , vol. 24, # 3 p. 179 - 189

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Citation Number: 6

Abstract

3′-Azido-3′, 5′-dideoxythymidine 5′-phosphonate and 3′, 5′-dideoxy-5′- difluoromethylenethymidine 5′-phosphonate were prepared by multistep syntheses. The nucleoside 5′-phosphonates were converted to their triphosphates and triphosphate mimics (P3Ms) containing β, γ-difluoromethylene, β, γ-dichloromethylene, or β, γ-imodo by condensation with pyrophosphate or pyrophosphate mimics, respectively. Inhibition of HIV ...