Reference : Enantioselective synthesis of 6-[fluorine-18]-fluoro-L-dopa from no-carrier-added fluori...
Scientific journals : Article
Physical, chemical, mathematical & earth Sciences : Chemistry
Enantioselective synthesis of 6-[fluorine-18]-fluoro-L-dopa from no-carrier-added fluorine-18-fluoride.
Lemaire, Christian mailto [Université de Liège - ULg > > Centre de recherches du cyclotron >]
Damhaut, Philippe [> > > >]
Plenevaux, Alain mailto [Université de Liège - ULg > > Centre de recherches du cyclotron >]
Comar, Dominique [> > > >]
Journal of Nuclear Medicine : Official Publication, Society of Nuclear Medicine
Society of Nuclear Medicine
Yes (verified by ORBi)
[en] Chromatography, High Pressure Liquid ; Dihydroxyphenylalanine/analogs & derivatives/chemical synthesis/isolation & purification ; Fluorine Radioisotopes ; Indicators and Reagents ; Isotope Labeling/methods ; Molecular Structure
[en] METHODS: A trimethylammonium veratraldehyde triflate was synthesized and used as a precursor for the asymmetric synthesis of 6-[18F]fluoro-L-dopa. RESULTS: Its nucleophilic fluorination with 18F-fluoride produced by the 18O(p,n)18F nuclear reaction on enriched 18O-water led to the corresponding no-carrier-added [18F]fluoroveratraldehyde (45 +/- 5% EOB). Diiodosilane was used to prepare the corresponding [18F]fluorobenzyl iodide (36.5 +/- 5.3% EOB). Akylation of (S)-1-tert-boc-2-tert-butyl-3-methyl-4-imidazolidinone with this electrophilic agent, hydrolysis and purification by preparative high-pressure liquid chromatography made 6-[18F]fluoro-L-dopa ready for human injection, in a 23% +/- 6% decay-corrected radiochemical yield. The enantiomeric purity and the specific activity were above 96% and 1 Ci/mumole respectively. CONCLUSION: Through this procedure, starting from 250 mCi of 18F-fluoride, multimillicurie amounts (32 +/- 8.5 mCi) of no-carrier-added 6-[18F]fluoro-L-dopa are now available at the end of synthesis (90 min) with a good radiochemical purity (more than 98%).
Centre de Recherches du Cyclotron - CRC
Fonds de la Recherche Scientifique (Communauté française de Belgique) - F.R.S.-FNRS
Researchers ; Professionals ; Students

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