(2'S,3'S,4'R)-5'-O-benzoyl-3'-deoxy-3' beta-diethylphosphono-2'-O-tert-butyldimethylsilyluridine.
3'-Hydroxy-3'-diethylphosphononucleosides readily undergo radical deoxygenation under modified Barton conditions to give two diastereomers of the parent diethyl phosphonate. However, the stereochemistry of the diastereomers is difficult to establish by spectral means. When the major product of one such reaction was obtained in crystalline form, a single crystal diffraction analysis was conducted on that diastereomer, the title compound, C26H39N2O9PSi.
McEldoon
W L
WL
Department of Chemistry, University of Iowa, Iowa City 52242, USA.
Swenson
D C
DC
Wiemer
D F
DF
D003460:Crystallization; D018360:Crystallography, X-Ray; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000737:chemistry; D006860:Hydrogen Bonding; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000737:chemistry*
C103582:5'-O-benzoyl-3'-deoxy-3'-diethylphosphono-2'-O-tert-butyldimethylsilyluridine; D017646:Organosilicon Compounds; D003857:Deoxyuridine