Nucleosides & nucleotides

Synthesis and 1H and 13C NMR Spectral Characteristics of 8-Bromo-2′, 3′-Dideoxyguanosine and 8-Bromo-2′, 3′-Dideoxyinosine 1

J Zeidler, B Golankiewicz

Index: Zeidler, Joanna; Golankiewicz, Bozenna Nucleosides and Nucleotides, 1996 , vol. 15, # 5 p. 1077 - 1095

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Citation Number: 3

Abstract

Abstract Reaction of 2′, 3′-dideoxyguanosine 1a as 5′-O-tert-butyldimethylsilyl derivative 1b and 2′, 3′-dideoxyinosine 2a with bromine in acetate buffer conducted in heterogeneous medium afforded 8-bromo-2′, 3′-dideoxyguanosine 3a (44% after deprotection) and 8-bromo-2′, 3′-dideoxyinosine 4a (12%) respectively. The change of conformational preferences anti→ syn on 8-bromo substitution of 2′, 3′- ...