THE STRUCTURE OF 5-CYCLOHEXYL-2'-DEOXYURIDINE AS STUDIED BY X-RAY CRYSTALLOGRAPHY AND NMR-SPECTROSCOPY

5-Cyclohexyl-2'-deoxyuridine (I) is an example of a 5-substituted pyri midine 2'-deoxynucleoside which exhibits no antiviral activity and whi ch is not a substrate for either cellular or viral (herpes) kinases. D espite the fact that a cursory inspection of NMR spectra of the compou nd, taken in DMSO-d(6) solution, suggested that the compound had a nor mal conformation, we here show that in the crystal and in aqueous solu tion (analysed by 2D NMR techniques), the conformation of this nucleos ide has a syn-glycosidic and C4'-exo ((4)E) sugar pucker conformation.