PURIFICATION OF 9N-[(1'R,3'R)-TRANS-3'-HYDROXYCYCLOPENTANPL]ADENIN HCL - A COMBINATION OF THEORY AND EXPERIMENT

This paper describes the preparation of -[(1'R,3'R)-trans-3'-hydroxycy clopentanyl]-adenine (1), 3N-[(1'R,3'R)-trans-3'-hydoxycyclopentanyl]a denine (2) and N-[(1'R,3'R)-trans-3'-hydroxycyclopentanyl]adenine (3). Calculations and titrations to predict and determine the basicity of 1, 2 and 3 are also disclosed. A method was devised to purify a mixtur e of silyl ethers 4, 5 and 6 via an acid wash (to remove 5; as support ed by calculations and titrations) followed by recrystallization of 4 (to remove 6). Subsequent desilylation of 4 gives desired 1. (C) 1997 Elsevier Science Ltd.