Tautomeric equilibrium of 1-β-D-ribofuranosyl-2-keto-4-(n-methoxyamino)pyrimidine |
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Authors: | E. D. Sverdlov A. P. Krapivko E. I. Budovskii |
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Affiliation: | 1. Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR, Moscow
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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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