A NOVEL AND EFFICIENT SYNTHESIS OF ISOGUANOSINE

Article abstract of DOI:10.1016/S0040-4039(00)96067-2

Isoguanosine (4b) was synthesized by a one-pot reaction involving a condensation of 5-amino-1-(β-D-ribofuranosyl)imidazole-4-carboxamide (1b) with benzoyl isothiocyanate, treatment of the resulting thiourea derivative with DCC furnished 5-(N¹-benzoylcarbamoyl)aminoimidazole-4-carbonitrile (3b) which was then annulated with ethanolic ammonia to afford isoguanosine in a 68percent yield from 1b.