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Synthesis and conformational study of 3-hydroxy-4-(hydroxymethyl)-1-cyclohexanyl purines and pyrimidines

Journal of Organic Chemistry, ISSN: 0022-3263, Vol: 62, Issue: 9, Page: 2861-2871
1997
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Article Description

The cyclohexane nucleosides with a 1,4-relationship between nucleoside base and hydroxymethyl moiety were synthesized using a conjugated addition reaction of the nucleobases to ethyl 1,3-cyclohexadiene-1-carboxylate and hydroboration of the cyclohexenyl precursor. The lack of antiviral activity of the compounds was correlated with the conformation of these nucleosides as deduced from NMR and X-ray analysis.

Bibliographic Details

Maurinsh, Yuris; Schraml, Jan; De Winter, Hans; Blaton, Norbert; Peeters, Oswald; Lescrinier, Eveline; Rozenski, Jef; Van Aerschot, Arthur; De Clercq, Erik; Busson, Roger; Herdewijn, Piet

American Chemical Society (ACS)

Chemistry

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