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No-carrier-added regioselective preparation of 6-( sup 18 F)fluoro-L-dopa

Journal Article · · Journal of Nuclear Medicine; (USA)
OSTI ID:6609498

This paper describes the preparation of 6-({sup 18}F)fluoro-L-dopa by a no-carrier-added method based on the nucleophilic displacement of nitro groups of two commercially available substrates, 3,4-dimethoxy-2-nitrobenzaldehyde (nitroveratraldehyde) and 6-nitropiperonal. Fluorination was conducted in DMSO with fluorine-18 ({sup 18}F) in the presence of the aminopolyether Kryptofix 222 and potassium carbonate. The condensation of the fluorinated aldehydes with phenyloxazolone and the subsequent hydrolysis with HI/P yield, after purification by HPLC, only the 6-(D, L) isomers. The racemic mixture (50/50) was resolved on an analytical scale chiral column. The method, which requires 100 min (EOB) to complete, produces 6-({sup 18}F)fluoro-L-dopa with a decay-corrected radiochemical yield of 10%, an enantiomeric purity greater than 99%, and a specific activity of 1.2 Ci/mumole.

OSTI ID:
6609498
Journal Information:
Journal of Nuclear Medicine; (USA), Journal Name: Journal of Nuclear Medicine; (USA) Vol. 31:7; ISSN 0161-5505; ISSN JNMEA
Country of Publication:
United States
Language:
English