Naslov
Stereochemically controlled transformations related to pyrimidine nucleosides and their analogues

Autori
Škarić, Vinko ; Matulić-Adamić, Jasenka ; Jokić, Milan

Izvornik
Nucleic acids symposium series (0261-3166) 18 (1987); 9-12

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
tetrahydro-oxazolo[3 ; 2-c]pyrimidine-5 ; 6-(4H ; 6H)dione and 9 ; 3'-cyclo-3-propyl (or prop-1-enyl)-8-azaxanthine derivatives.

Sažetak
The diastereoisomeric differentiations and anomerizations of 5, 6-dihydrothymidine and its anhydro derivatives were studied. In particular, the oxetane ring opening of (5S)-1-(3, 5-anhydro-2-deoxy-beta-D-threopentofuranosyl)-5, 6-dihydr othymine under acid catalysed conditions substantiated a number of the configurational modifications at the sugar moiety. The 1, 3-dipolar cycloaddition to the pyrimidine C(5), C(6)-double bond was intramolecularly facilitated by the activation of 1-(3-azido-2-hydroxypropyl)uracil. (E)- and (Z)-1-Prop-enyl- and properly functionalized 1-propyl-uracil derivatives were also prepared and used for the synthesis of the tetrahydro-oxazolo[3, 2-c]pyrimidine-5, 6-(4H, 6H)dione and 9, 3'-cyclo-3-propyl (or prop-1-enyl)-8-azaxanthine derivatives.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA