METHODS OF PREPARATION AND PHYSICOCHEMICAL PROPERTIES OF CARBOHYDRATE DERIVATIVES USED IN SYNTHESIS AND QUALITY CONTROL OF RADIOPHARMACEUTICAL 2-[18F]-2-DEOXY-D-GLUCOSE
Different methods of preparation and physicochemical properties of derivatives of D-glucose and D-mannose, the key products required for the synthesis and quality control of 2-[18F]-2-deoxy- D-glucose ([18F]-FDG) - the main radiopharmaceutical for positron emission tomography (PET) are investigated. The method of preparation of D-mannose triflate, a precursor in synthesis of [18F]- FDG by the nucleophilic radio fluorination method, was modified. The mechanism of acidic-basic epimerization of FDG to FDM was studied. Independent synthesis of FDG and FDM by electrophilic fluorination of 3,4,6-three-O-acetyl-D-glucal by selectfluor was carried out. The structure of target compounds was proved by independent synthesis and confirmed by 1H-, 13C-, 19F-NMR- and IR-spectroscopic and chromatographic data. The certified D-mannose-triflate was successfully tested in [18F]-FDG synthesis for clinical PET investigations of different diseases in leading PET centres of Russia.