Synthesis and Conformational Study of 3-Hydroxy-4-(Hydroxymethyl)-1-Cyclohexanyl Purines and Pyrimidines
The Journal of Organic Chemistry1997Vol. 62(9), pp. 2861–2871
Citations Over TimeTop 11% of 1997 papers
Yuris Maurinsh, Jan Schraml, Hans De Winter, N. M. Blaton, Oswald M. Peeters, Eveline Lescrinier, Jef Rozenski, Arthur Van Aerschot, Erik De Clercq, Roger Busson, Piet Herdewijn
Abstract
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.
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