Synthesis and conformational analysis of new cyclobutane-fused nucleosides.
Org Lett
; 8(3): 491-4, 2006 Feb 02.
Article
en En
| MEDLINE
| ID: mdl-16435867
ABSTRACT
[structure see text]. A stereselective synthesis of 3-oxabicyclo[3.2.0]heptane nucleoside analogues, which were designed as conformational mimics of the anti-HIV agents 2',3'-didehydro-2',3'-dideoxythimidine (stavudine, d4T) and 2',3'-didehydro-2',3'-dideoxyadenosine (d4A), is described. The target compounds were prepared by condensation of a common intermediate bicyclic acetate, derived from a homochiral 2(5H)-furanone, with pyrimidine and purine bases under modified Vorbrüggen conditions. The conformational behavior of the synthesized nucleoside analogues was studied by NMR spectroscopy and X-ray crystallography.
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Bases de datos:
MEDLINE
Asunto principal:
Estavudina
/
Fármacos Anti-VIH
/
Ciclobutanos
/
Nucleósidos
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2006
Tipo del documento:
Article
País de afiliación:
España