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Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate [18F]SFB
Published on: June 28, 2011
Synthesis and Derivatization of 1,1-[18 F]Difluorinated Alkenes
Aileen B Frost1, Marta Brambilla1, Rüdiger M Exner1
1Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
Abstract:
A general method for the synthesis of 1,1-[18 F]difluorinated alkenes from [18 F]fluoride is reported. This transformation is highly regioselective giving the desired 18 F-fluoroalkenes with radiochemical purities of up to 77 % within 20 minutes and a molar activity (Am ) of 1 GBq μmol-1 . The transformations are operationally simple to perform and were readily translated onto a commercial automated synthesis unit. The resultant 1,1-[18 F]difluorinated alkene motif is prevalent in numerous drug molecules, and this is the first general method to synthesize this motif with fluorine-18. 18 F-fluorinated alkenes are excellent building blocks and participate in a number of post-labeling transformations to access a range of 18 F-perfluorinated functional groups that have never before been radiolabeled with non-carrier-added [18 F]fluoride. This method considerably expands the range of 18 F-motifs accessible to radiochemists.
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