Synthesis of acyclic nucleoside analogs of 6‐substituted 2‐aminopurines and 2‐amino‐8‐azapurines

Several new acyclonucleoside purine and 8‐azapurine analogs have been prepared from 2‐amino‐4,6‐dichloropyrimidine (1) and 3‐amino‐1,2‐propanediol (2a) and 4‐amino‐1‐butanol (2b), respectively, as the starting materials. The new target compounds are: 2‐amino‐6‐chloro‐9‐(2,3‐dihydroxypropyl)purine (6a), 2‐amino‐6‐chloro‐9‐(4‐hydroxybutyl)purine (6b), 2‐amino‐6‐chloro‐9‐(2,3‐dihydroxypropyl)‐8‐azapurine (7a), 2‐amino‐6‐chloro‐9‐(4‐hydroxybutyl)‐8‐azapurine (7b), 9‐(2,3‐dihydroxypropyl)‐8‐azaguanine (8a), 9‐(4‐hydroxybutyl)‐8‐azaguanine (8b), 9‐(2,3‐dihydroxypropyl)‐8‐azathioguanine (9a), and 9‐(4‐hydroxybutyl)‐8‐azathioguanine (9b). Also, the requisite intermediate pyrimidine derivatives, 2,5‐diamino‐4‐(2,3‐dihydroxypropylamino)‐6‐chloropyrimidine (5a) and 2,5‐diamino‐4‐(4‐hydroxybutylamino)‐6‐chloropyrimidine (5b) are novel.