SYNTHESIS OF CIS-1-[(2-HYDROXYMETHYL)CYCLOPENTYL]URIDINE AND DETERMINATION OF ITS CONFORMATION BY X-RAY CRYSTALLOGRAPHY AND AM1 THEORETICALCALCULATIONS

Citation
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
Citations number
14
Categorie Soggetti
Biology
Journal title
ISSN journal
07328311
Volume
15
Issue
6
Year of publication
1996
Pages
1179 - 1187
Database
ISI
SICI code
0732-8311(1996)15:6<1179:SOCAD>2.0.ZU;2-Z
Abstract
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.