%0 Journal Article
%A Cavani, Melanie
%A Bier, Dirk
%A Holschbach, Marcus
%A Coenen, Heinrich Hubert
%T Efficient synthesis of [$^{18}$ F]FPyME: A new approach for the preparation of maleimide-containing prosthetic groups for the conjugation with thiols
%J Journal of labelled compounds and radiopharmaceuticals
%V 60
%N 1
%@ 0362-4803
%C New York, NY [u.a.]
%I Wiley
%M FZJ-2016-07110
%P 87-92
%D 2017
%X An improved high yielding radiosynthesis of the known thiol-reactive maleimide-containing prosthetic group1-[3-(2-[18F]fluoropyridine-3-yloxy)propyl]pyrrole-2,5-dione ([18F]FPyME) is described. The target compound was obtained by a two-step one-pot procedure starting from a maleimide-containing nitro-precursor that was protected as a Diels-Alder adduct with 2,5-dimethylfurane. Nucleophilic radiofluorination followed by heat induced deprotection through a Retro Diels Alder reaction yielded, after chromatographic isolation, [18F]FPyME with a radiochemical yield of 20% in about 60 min overall synthesis time. A variety of other [18F]fluoropyridine based maleimide-containing prosthetic groups should be accessible via the described synthetic strategy.
%F PUB:(DE-HGF)16
%9 Journal Article
%U <Go to ISI:>//WOS:000393835900011
%R 10.1002/jlcr.3469
%U https://juser.fz-juelich.de/record/824538