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@ARTICLE{CastilloMelen:202869,
author = {Castillo Meleán, Johnny and Ermert, Johannes and Coenen,
Heinrich Hubert},
title = {{A} three-step radiosynthesis of 6-[ 18 {F}]fluoro-
{L}-meta -tyrosine starting with [ 18 {F}]fluoride},
journal = {Journal of labelled compounds and radiopharmaceuticals},
volume = {58},
number = {3},
issn = {0362-4803},
address = {New York, NY [u.a.]},
publisher = {Wiley},
reportid = {FZJ-2015-05017},
pages = {133 - 140},
year = {2015},
abstract = {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 $98\%.$},
cin = {INM-5},
ddc = {540},
cid = {I:(DE-Juel1)INM-5-20090406},
pnm = {573 - Neuroimaging (POF3-573)},
pid = {G:(DE-HGF)POF3-573},
typ = {PUB:(DE-HGF)16},
UT = {WOS:000351764300010},
doi = {10.1002/jlcr.3273},
url = {https://juser.fz-juelich.de/record/202869},
}