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. 1976 Jun;19(6):841-2.
doi: 10.1021/jm00228a022.

Synthesis of 1-(4-thio-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide

Synthesis of 1-(4-thio-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide

M V Pickering et al. J Med Chem. 1976 Jun.

Abstract

The synthesis of 1-(4-thio-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide (3) is described. The acid-catalyzed fusion procedure with 3-cyano-1,2,4-triazole and 1,2,3,5-tetra-O-acetyl-4-thio-D-ribofuranose provided 3-cyano-1-(2,3,5-tri-O-acetyl-4-thio-beta-D-ribofuranosyl-1,2,4-triazole (2) which was converted with NH4OH to 3. In contrast to 1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide (1), the 4'-thio nucleoside 3 did not exhibt significant antiviral activity in vitro.

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