New synthesis of 1-β-D-arabinofuranosyl-aminoimidazoles and of related purine nucleosides

Abstract

Ethyl 5-amino-1-β-D-arabinofuranosylimidazole-4-carboxylate has been prepared by condensation of 2,3,5-tri-O-benzyl-α-D-arabinofuranosyl chloride with ethyl 5-aminoimidazole-4-carboxylate and hydrogenation of the tri-O-benzyl derivative so formed with palladium on barium sulphate; the structure of the imidazole nucleoside was confirmed by conversion into the known 9-β-D-arabinofuranosyl hypoxanthine.