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

Zhenhua Sun, Wayne Lo, Larry W. McLaughlin
2006 Acta Crystallographica Section E  
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 χ is anti [−121.32 (13)°]. The C—C glycosidic bond is 1.4952 (17) Å in length, while the C—F bond length
more » ... he C—F bond length is 1.3463 (16) Å.
doi:10.1107/s1600536806007707 fatcat:lbpgi5bslndsdhkjwsp4wtjjai