Synthesis and 1H and 13C NMR spectral characteristics of 8-bromo-2′,3′-dideoxyguanosine and 8-bromo-2′,3′-dideoxyinosine

Article abstract of DOI:10.1080/07328319608002035

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′-dideoxynucleosides is reflected in the ¹H and ¹³C NMR spectra by characteristic shifts of H-2′, H-3′, C-2′ and C-3′ signals.

Full text of DOI:10.1080/07328319608002035

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Synthesis and 1H and 13C NMR Spectral
Characteristics of 8-Bromo-2′,3′-
Dideoxyguanosine and 8-Bromo-2′,3′-
Dideoxyinosine
Joanna Zeidler a & Bożenna Golankiewicz a
a Institute of Bioorganic Chemistry of the Polish Academy of
Sciences, Noskowskiego 12/14, PL-61-704, Poznań, Poland
Published online: 15 Aug 2006.
To cite this article: Joanna Zeidler & Bożenna Golankiewicz (1996) Synthesis and 1H and 13C NMR
Spectral Characteristics of 8-Bromo-2′,3′-Dideoxyguanosine and 8-Bromo-2′,3′-Dideoxyinosine ,
Nucleosides and Nucleotides, 15:5, 1077-1095, DOI: 10.1080/07328319608002035
To link to this article: http://dx.doi.org/10.1080/07328319608002035
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