title: Structure of a modified nucleoside, 3' alpha-diethylphosphono-3' beta-hydroxy-5'-O-tritylthymidine.
abstract: The modified nucleoside of the title was synthesized by nucleophilic addition of lithium diethyl phosphite to the corresponding 3'-keto nucleoside under basic conditions. C--P bond formation resulted from attack on the alpha face, trans to C(5') and the thymine ring. One molecule of EtOH crystallized with the nucleoside (C33H37N2O8P.-C2H6O). Intermolecular hydrogen bonds were observed between the O atom of the alcohol and the O(3')hydroxyl H atom, and between the phosphoryl O atom, O(5), and the N(3) H atom of the thymine ring.
authors.affiliation: Department of Chemistry, University of Iowa, Iowa City 52242.
authors.forename: M A
authors.initials: MA
authors.lastname: Capron
authors.forename: W L
authors.initials: WL
authors.lastname: McEldoon
authors.forename: N C
authors.initials: NC
authors.lastname: Baenziger
authors.forename: D F
authors.initials: DF
authors.lastname: Wiemer
mesh_terms: D018360:Crystallography, X-Ray; D015394:Molecular Structure; D013936:Thymidine / Q000031:analogs & derivatives* / Q000737:chemistry; D014320:Triphenylmethyl Compounds / Q000737:chemistry*
chemical_list: C086709:3'-diethylphosphono-3'-hydroxy-5'-O-tritylthymidine; D014320:Triphenylmethyl Compounds; D013936:Thymidine