Synthesis and evaluation of optically pure dioxolanes as inhibitors of hepatitis C virus RNA replication

S Bera, L Malik, B Bhat, SS Carroll, M MacCoss…

Index: Bera, Sanjib; Malik, Leila; Bhat, Balkrishen; Carroll, Steven S.; MacCoss, Malcolm; Olsen, David B.; Tomassini, Joanne E.; Eldrup, Anne B. Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 24 p. 4455 - 4458

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Citation Number: 13

Abstract

A series of optically pure 1, 3-dioxolane nucleoside mimics was synthesized by a synthetic route that allowed incorporation of a 5R-methyl substituent from commercially available starting materials. The pyrrolo [2, 3-d] pyrimidine heterocycle was chosen as a substitute for the purine derivative. Coupling of the pyrrolo [2, 3-d] pyrimidine and the dioxolane was performed under solid–liquid phase transfer conditions. The ability to inhibit HCV RNA ...