Collect. Czech. Chem. Commun. 1986, 51, 1764-1771

Synthesis of anomeric 5-cyclopropyl-2'-deoxyuridines and 1H NMR spectroscopic study of their conformation

Ivan Bašnák, Jiří Farkaš, Jaroslav Zajíček and Zdeněk Havlas

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


The title compounds Ia,b were prepared by ammonolysis of the corresponding p-tolyl nucleosides IIa,b obtained by the silylation method in the yields of 26% and 53% respectively. Conformation of the furanose ring in the free (Ia,b) as well as blocked (IIa,b) nucleosides was investigated by 1H NMR spectroscopy.