N6,3′-cyclo-5′-O-Cyanomethylthymidine

Abstract

The title compound, C19H20N4O4, is a cyclonucleoside with a C—N linkage. The furanose ring adopts a twist C3′-endo/C2′-exo (close to 3T2) conformation with a pseudorotational phase angle (P) of 8.1° and puckering amplitude (vm) of 30.6°. The orientation of the pyrimidine ring with respect to the sugar group is anti. One intramolecular C—H...O hydrogen bond is observed. The packing features an N—H...O hydrogen bond.