2,2'-Anhydro-1-(3',5'-di-O-acetyl-ß-D-arabinofuranosyl)uracil, a cyclouridine nucleoside with a C4'-endo furanosyl conformation.
Acta Crystallogr C
; 69(Pt 3): 282-4, 2013 Mar.
Article
em En
| MEDLINE
| ID: mdl-23459356
ABSTRACT
2,2'-Anhydro-1-(3',5'-di-O-acetyl-ß-D-arabinofuranosyl)uracil, C13H14N2O7, was obtained by refluxing 2',3'-O-(methoxymethylene)uridine in acetic anhydride. The structure exhibits a nearly perfect C4'-endo ((4)E) conformation. The best four-atom plane of the five-membered furanose ring is O-C-C-C, involving the C atoms of the fused five-membered oxazolidine ring, and the torsion angle is only -0.4â
(2)°. The oxazolidine ring is essentially coplanar with the six-membered uracil ring [r.m.s. deviation = 0.012â
(5)â
Å and dihedral angle = -3.2â
(3)°]. The conformation at the exocyclic C-C bond is gauche-trans which is stabilized by various C-H...π and C-O...π interactions.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Arabinofuranosiluracila
/
Uridina
/
Nucleosídeos
Idioma:
En
Revista:
Acta Crystallogr C
Ano de publicação:
2013
Tipo de documento:
Article