Synthesis of Acyclonucleoside Derivatives of 5-Alkoxymethyluracils

Abstract

The silyl derivatives 3a–c were treated with ethoxymethyl chloride (4a) or (2-acetoxyethoxy)methyl bromide (4b) to afford 5a–c and 6a–c, respectively; 7a–c were prepared by treating 6a–c with MeONa; treatment of 5a–c or 6a–c with tris(1H-1,2,4-triazole-1-yl)phosphine oxide and subsequent reaction of 8a–c and 9a–c with ammonia in dioxane to give 10a–c and 11a–c; ammonolysis of 11a–c yielded the hydroxyalkyl derivatives 12a–c.