Pickering M V, Witkowski J T, Robins R K
J Med Chem. 1976 Jun;19(6):841-2. doi: 10.1021/jm00228a022.
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.
描述了1-(4-硫代-β-D-呋喃核糖基)-1,2,4-三唑-3-甲酰胺(3)的合成。3-氰基-1,2,4-三唑与1,2,3,5-四-O-乙酰基-4-硫代-D-核糖在酸催化下熔融反应得到3-氰基-1-(2,3,5-三-O-乙酰基-4-硫代-β-D-呋喃核糖基)-1,2,4-三唑(2)，后者用氢氧化铵转化为3。与1-β-D-呋喃核糖基-1,2,4-三唑-3-甲酰胺(1)相比，4'-硫代核苷3在体外没有表现出显著的抗病毒活性。
