New pyrimidine cyclonucleosides with hydrogenated aglycones: Synthesis and X-ray structures
Acid catalysed transformations of (6S)-6,5′-anhydro-6-hydroxy-l(2′,3′-O-isopropylidene-β -D-ribofuranosyl)hexahydropyrimidine-2-thione are studied. (6R)6,2′-anhydro-6-hydroxy-l-(α-D-ribofuranosyl)hexahydropyrimidi ne-2-thione was formed as a thermodynamically stable product. Two intermediates,(6S)-6,5′-anhydro-6-hydroxy1-(β-D-ribofuranosyl)hexa hydropyrimidine-2-thione and 6-hydroxy-l-(D-ribosyl) hexahydropyrimidine-2-thione and products of cleavage of glycosidic bond were identified in the reaction mixtures. Results of X-ray structural determination of the synthesised nucleosides are presented.
Shutalev, Anatoly D.,Zavodnik, Valeriy E.,Gurskaya, Galina V.