Abstract
Methods for the synthesis of 5-fluorocytosine by direct fluorination of cytidine tetraacetate with elementary fluorine in acetic acid and by amination of 5-fluorouridine triacetate by the action of sodium hydride and p-toluenesulfonyl chloride and subsequent ammonolysis were studied. 5-Fluorocytidine was converted to O2, 2′-cyclo-β-D-arabinofuranosyl-5-fluorocytosine by the successive action of acetylsalicylyl chloride and acetyl chloride in methanol to remove the protective groups. Removal of the protective groups by means of a methanol solution of ammonia gave β-D-arabinofuranosyl-5-fluorocytosine. The latter was also obtained by amination of β-D-arabinofuranosyl-5-fluorouracil tribenzoate.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 699–702, May, 1982.
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Kvasyuk, E.I., Mikhailopulo, I.A., Barwolff, D. et al. Synthesis of O2,2′-cyclo-β-D-arabinofuranosyl- and β-D-arabinofuranosyl-5-fluorocytosine. Chem Heterocycl Compd 18, 533–536 (1982). https://doi.org/10.1007/BF00526095
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DOI: https://doi.org/10.1007/BF00526095