Acta Cryst. (2006). E62, o1437-o1439  [ doi:10.1107/S1600536806007707 ]

6-Amino-3-(-D-2-deoxy-erythro-furanosyl)-2-fluoropyridine: a nucleoside analogue

Z. Sun, W. Lo and L. W. McLaughlin

Abstract: The title compound [systematic name: (2R,3R,5R)-5-(6-amino-2-fluoropyridin-3-yl)-2-(hydroxymethyl)-2,3,4,5-tetrahydrofuran-3-ol], C₁₀H₁₃FN₂O₃, is a C-nucleoside with fluorine replacing the O2 carbonyl of deoxycytidine (dC). The furanose ring adopts a C2'-endo conformation, while the orientation of the pyridine ring with respect to the sugar group is anti. The C-glycosidic bond torsion angle is anti [-121.32 (13)°]. The C-C glycosidic bond is 1.4952 (17) Å in length, while the C-F bond length is 1.3463 (16) Å.

Online 17 March 2006

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