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The Journal of Nuclear Medicine Vol. 27 No. 12 1896-1901
© 1986 by Society of Nuclear Medicine
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High Yield Synthesis of 6-[18F]Fluoro-L-Dopa by Regioselective Fluorination of Protected L-Dopa with [18F]Acetylhypofluorite

Thomas Chaly and Mirko Diksic

Brain Imaging Centre, Montreal Neurological Institute and Hospital
Department of Neurology and Neurosurgery, McGill University, Montreal, Canada

Correspondence: For reprints contact: Mirko Diksic, PhD, Medical Cyclotron Unit, Montreal Neurological Institute, 3801 University St., Montreal, Quebec, H3A 2B4, Canada.

ABSTRACT

Regioselective fluorination of a completely protected phosgene derivative of 3,4-dihydrophenyl-L-alanine (5-(benzyl-3',4'-carbonate)-oxazolidine-2,5-dione) with gaseous 18F-labeled acetylhypofluorite and [18F]F2 in acetonitrile is described. Fluorination with [18F]acetylhypofluorite yields 6-[18F]fluoro-L-dopa with 95% radiochemical purity; fluorination of the same substrate with [18F]F2 yields a mixture of all three structural isomers in a ratio of 70:16:14 for 6-, 5-, and 2-fluoro compounds. Radiochemical yield, relative to [18F] acetylhypofluorite, measured at the end of the synthesis, is (21 ± 4)% (N = 8). The synthesis requires ~ 40 min (50 min if HPLC was done) and yields the final radiopharmaceutical in a two-step procedure. The specific activity of the final product was ~ 763 mCi/mmol at the end of a 40-min synthesis when 30-min irradiation was used.

FOOTNOTES

Presented at The Society of Nuclear Medicine Winter Meeting, Metabolic Imaging with NMR, SPECT and PET, March 3–5, 1986, West Palm Beach, FL.






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Copyright © 1986 by the Society of Nuclear Medicine.