Abstract Several 9-(2′, 3′-O-isopropylidene)-and 9-(2′, 3′-dihydroxypropyl)-8- azahypoxanthines and 8-azaadenines were synthesized by a “one pot” method starting from the acetonide of racemic or (S)-1-azido-2, 3-dihydroxypropane, obtained from D-mannitol. 9- (2′, 3′-Dihydroxypropyl)-8-azapurines were tested as adenosine deaminase inhibitors.