%0 Journal Article
%A Castillo Meleán, Johnny
%A Ermert, Johannes
%A Coenen, Heinrich Hubert
%T A three-step radiosynthesis of 6-[ 18  F]fluoro- L-meta -tyrosine starting with [ 18  F]fluoride
%J Journal of labelled compounds and radiopharmaceuticals
%V 58
%N 3
%@ 0362-4803
%C New York, NY [u.a.]
%I Wiley
%M FZJ-2015-05017
%P 133 - 140
%D 2015
%X The radiosynthesis of 6-[18 F]fluoro-L-m-tyrosine has generally been performed by electrophilic radiofluorination, which exhibits several drawbacks. In the present work, a three-step radiochemical synthesis is described starting from [18 F]fluoride. The synthetic sequence, including isotopic exchange, Baeyer–Villiger oxidation, and hydrolysis, were examined comparing four fluorobenzophenone derivatives as labeling precursors. Of those, (2S,5S)-tert-butyl 5-(5-acetyl-2-fluorobenzyl)-2-tert-butyl-3-methyl-4-oxoimidazolidine-1-carboxylate (1a) and (2S,5S)-tert-butyl 2-tert-butyl-5-(2-fluoro-5-(2,2,2-trifluoroacetyl)benzyl)-3-methyl-4-oxoimidazolidine-1-carboxylate (1d) proved to be the most suitable ones. 6-[18 F]Fluoro-L-m-tyrosine was obtained with overall radiochemical yields of 8–13% and an enantiomeric excess of up to 98%.
%F PUB:(DE-HGF)16
%9 Journal Article
%U <Go to ISI:>//WOS:000351764300010
%R 10.1002/jlcr.3273
%U https://juser.fz-juelich.de/record/202869