Synthesis of the positron-emitting radiotracer [18F]-2-fluoro-2-deoxy-d-glucose from resin-bound perfluoroalkylsulfonates

Abstract

A new approach to the synthesis of 2-fluoro-2-deoxy-D-glucose (FDG, [^19/18F]-3) is described, which employs supported perfluoroalkylsulfonate precursors 33–36, where the support consists of insoluble polystyrene resin beads. Treatment of these resins with [¹⁹F]fluoride ion afforded protected FDG [¹⁹F]-18 as the major product, and the identities of the main byproducts were determined. Acidic removal of the acetal protecting groups from [¹⁹F]-18 was shown to produce [¹⁹F]FDG. The method has been applied to the efficient radiosynthesis of the imaging agent [¹⁸F]FDG, and was shown to produce the radiochemical tracer in good radiochemical yield (average 73%, decay corrected).