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Thiohydantoin nucleosides. Synthesis approaches

Journal

MONATSHEFTE FUR CHEMIE
Volume 135, Issue 9, Pages 1061-1079

Publisher

SPRINGER WIEN
DOI: 10.1007/s00706-004-0194-6

Keywords

biological activity; glycosylation; sugar derivatives; pyrimidines; hydantoin and thiohydantoin nucleosides

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Several thiohydantoin N-nucleosides and their S-glycosides were prepared via different approaches which involved the direct glycosylation of the free thiohydantoin bases or their silylated derivatives with the corresponding sugar moieties in the presence of base or Lewis acid. Deprotection was carried out in acidic or basic medium. The site of N- and/or S-glycosylation was determined by NMR and UV measurements. In similar manner, hydantoin nucleosides were prepared.

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