Article (Scientific journals)
AN APPROACH TO THE ASYMMETRIC-SYNTHESIS OF L-6-[F-18]FLUORODOPA VIA NCA NUCLEOPHILIC FLUORINATION
Lemaire, Christian; Guillaume, Marcel; Cantineau, Robert et al.
1991In Applied Radiation and Isotopes, 42 (7), p. 629-635
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Abstract :
[en] The NCA asymmetric synthesis of L-6-[F-18]fluorodopa starting from (1R,2R,5R)-[(+)-2-hydroxypinanyl-3-idene]glycine t-butyl ester as chiral agent has been developed. After F-18-fluorination of the two commercially available aldehydes either 6-nitroveratraldehyde or 6-nitropiperonal, the required alkylating [F-18]fluorobenzyl bromide derivative can be easily prepared by treatment with NaBH4 followed by SOBr2. Alkylation of the Schiff base was carried out with the lithium salt of 2,2,6,6-tetramethylpiperidine as base in anhydrous THF at -78-degrees-C. Following hydrolysis of the protecting groups with hydroxylamine and Hl, the L-amino acid was obtained in 75% L form (ee 50%) with a 10% decay corrected (120 min) radiochemical yield.
Research center :
GIGA CRC (Cyclotron Research Center) In vivo Imaging-Aging & Memory - ULiège
Disciplines :
Radiology, nuclear medicine & imaging
Chemistry
Author, co-author :
Lemaire, Christian ;  Université de Liège - ULiège > Centre de recherches du cyclotron
Guillaume, Marcel
Cantineau, Robert;  Université de Liège - ULiège > Centre de recherches du cyclotron
Plenevaux, Alain  
Christiaens, Léon
Language :
English
Title :
AN APPROACH TO THE ASYMMETRIC-SYNTHESIS OF L-6-[F-18]FLUORODOPA VIA NCA NUCLEOPHILIC FLUORINATION
Publication date :
1991
Journal title :
Applied Radiation and Isotopes
ISSN :
0969-8043
Publisher :
Pergamon Press, Oxford, United Kingdom
Volume :
42
Issue :
7
Pages :
629-635
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE]
Available on ORBi :
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