Synthesis and antiviral evaluation of α-l-2′-deoxythreofuranosyl nucleosides

…, C McGuigan, J Balzarini, S Van Calenbergh

Index: Toti, Kiran S.; Derudas, Marco; McGuigan, Christopher; Balzarini, Jan; Van Calenbergh, Serge European Journal of Medicinal Chemistry, 2011 , vol. 46, # 9 p. 3704 - 3713

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Citation Number: 7

Abstract

The synthesis of a series of α-l-2′-deoxythreofuranosyl nucleosides featuring the nucleobases A, T, C and U is described in seven steps from 1, 2-O-isopropyledene-α-l- threose, involving a Vorbrüggen coupling and a Barton-McCombie deoxygenation protocol as the key steps. All analogues, including a phosphoramidate nucleoside phosphate prodrug of the T analogue, were evaluated against a broad panel of different viruses but ...

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