SYNTHESIS OF CIS-1-[(2-HYDROXYMETHYL)CYCLOPENTYL]URIDINE AND DETERMINATION OF ITS CONFORMATION BY X-RAY CRYSTALLOGRAPHY AND AM1 THEORETICALCALCULATIONS
L. Santana et al., SYNTHESIS OF CIS-1-[(2-HYDROXYMETHYL)CYCLOPENTYL]URIDINE AND DETERMINATION OF ITS CONFORMATION BY X-RAY CRYSTALLOGRAPHY AND AM1 THEORETICALCALCULATIONS, Nucleosides & nucleotides, 15(6), 1996, pp. 1179-1187
The title compound 1 was prepared from racemic cis-2-hydroxymethylcycl
o pentylamine, constructing the heterocyclic base in a two-step proced
ure (64 % yield). The crystal structure of the compound was determined
and its conformation was studied using AM1 theoretical calculations.
The calculated low-energy conformations were similar to those reported
for several other nucleoside analogues, and one of them closely corre
sponded to the X-ray structure.