TY  - JOUR
AU  - Castillo Meleán, Johnny
AU  - Ermert, Johannes
AU  - Coenen, Heinrich Hubert
TI  - A three-step radiosynthesis of 6-[ 18  F]fluoro- L-meta -tyrosine starting with [ 18  F]fluoride
JO  - Journal of labelled compounds and radiopharmaceuticals
VL  - 58
IS  - 3
SN  - 0362-4803
CY  - New York, NY [u.a.]
PB  - Wiley
M1  - FZJ-2015-05017
SP  - 133 - 140
PY  - 2015
AB  - 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%.
LB  - PUB:(DE-HGF)16
UR  - <Go to ISI:>//WOS:000351764300010
DO  - DOI:10.1002/jlcr.3273
UR  - https://juser.fz-juelich.de/record/202869
ER  -