title: A short path synthesis of [13C/15N] multilabeled pyrimidine nucleosides starting from glucopyranose nucleosides.
abstract: The synthesis of fully [13C/15N] labeled pyrimidine nucleosides has been achieved from 13C-glucose and labeled nucleobases. The reaction scheme leads directly to the protected nucleosides without the need for the inversion of configuration of C-3 of 13C-glucose. This was achieved by an oxitative ring-opening reaction removing the carbon with the wrong configuration.
authors.affiliation: Laboratory of Medicinal Chemistry, Rega Institute for Medical Research, Katholieke Universiteit Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium.
authors.forename: Irene M
authors.initials: IM
authors.lastname: Lagoja
authors.forename: Sylvie
authors.initials: S
authors.lastname: Pochet
authors.forename: Valerie
authors.initials: V
authors.lastname: Boudou
authors.forename: Roy
authors.initials: R
authors.lastname: Little
authors.forename: Eveline
authors.initials: E
authors.lastname: Lescrinier
authors.forename: Jef
authors.initials: J
authors.lastname: Rozenski
authors.forename: Piet
authors.initials: P
authors.lastname: Herdewijn
mesh_terms: D002247:Carbon Isotopes; D002625:Chemistry, Organic / Q000379:methods; D002855:Chromatography, Thin Layer; D003500:Cyclization; D005947:Glucose / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D009587:Nitrogen Isotopes; D019906:Nuclear Magnetic Resonance, Biomolecular; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship; D014498:Uracil / Q000138:chemical synthesis
chemical_list: D002247:Carbon Isotopes; D007202:Indicators and Reagents; D009587:Nitrogen Isotopes; D011741:Pyrimidine Nucleosides; D014498:Uracil; D005947:Glucose