42867-74-3Relevant academic research and scientific papers
2,2′-Anhydro-1-(3′,5′-di-O-acetyl-β-d- arabinofuranosyl)uracil, a cyclouridine nucleoside with a C4′- endo furanosyl conformation
Fu, Ying,He, Yin-Xia,Hou, Hong-Xia,Zhu, Wen-Bo,Li, Hu-Lin,Wu, Chao,Xian, Fang-Yan
, p. 282 - 284 (2013)
2,2′-Anhydro-1-(3′,5′-di-O-acetyl-β-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 -0.4 (2)°. The oxazolidine ring is essentially coplanar with the six-membered uracil ring [r.m.s. deviation = 0.012 (5) A and dihedral angle = -3.2 (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. Copyright
