A novel synthesis of acyl cyanides from diethyl phosphorocyanidate and some 1-substituted imidazole carboxylic acids including a D-ribofuranoside

Abstract

Reaction of 5-[(dimethylamino)methylene]amino-1-t-butyl (or 2,3-O-isopropylidene-β-D-ribofuranosyl) imidazole-4-carboxylic acids (8b) and (8d) respectively with diethyl phosphorocyanidate and triethylamine in ethyl acetate at room temperature gave the crystalline 5-[(dimethylamino)methylene]amino-1-t-butyl (or 2,3,O-isopropylidene-β-D-ribofuranosyl) imidazole-4-carbonyl cyanides (9a) and (9b) respectively.