Synthesis of 1-(4-thio-.beta.-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide
- 1 June 1976
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 19 (6) , 841-842
- https://doi.org/10.1021/jm00228a022
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 which was converted with NH4OH to 3. In contrast to 1-.beta.-D-ribofuranosyl-1,2,4-triazole-3-carboxamide, the 4''-thio nucleoside 3 did not exhibit significant antiviral activity in vitro.This publication has 1 reference indexed in Scilit:
- Heterocyclic N‐Glycosides. VI. The reaction of glycosyl azides with propiolic acid and methyl propiolateJournal of Heterocyclic Chemistry, 1970