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Tautomeric equilibrium of 1-β-D-ribofuranosyl-2-keto-4-(n-methoxyamino)pyrimidine
Authors:E. D. Sverdlov  A. P. Krapivko  E. I. Budovskii
Affiliation:1. Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR, Moscow
Abstract:The 1-β-D-ribofuranosides of 2-keto-4-(N-methoxyamino)pyrimidine, 2-keto-4-(N-methyl-N-methoxyamino)pyrimidine, and 2-keto-3-methyl-4-(N-methoxyamino)pyrimidine were synthesized, and their pKa values were determined by spectrophotometry. The pKa values of the compounds are evidence that the tautomeric equilibrium between the oxime and hydroxyamine forms of 1-β-D-ribofuranosyl-2-keto-4-(N-methoxyamino)pyrimidine in aqueous solutions is shifted to favor the oxime form (KT?25).
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