129841-06-1Relevant articles and documents
Method for preparing [18F]Fluoro-L-Dopa with high radiochemical and enantiomeric purity
-
Paragraph 0021; 0022; 0047-0051, (2017/01/12)
The present invention relates to a manufacturing method and a purifying method of [^18f] fluoro-L-dopa with high purity and high specific radioactivity, which is automatically manufactured wherein the [^18f] fluoro-L-dopa requires at least one solution process in each manufacturing step and accordingly has good reproducibility and stable yield, thereby being used in an auto-manufacturing apparatus, and is purified by using a high performance liquid chromatography which uses a solid phase extraction method and chiral column, thereby having good high purity and high specific radioactivity.
Automated production at the curie level of no-carrier-added 6-[18F]fluoro- l -dopa and 2-[18F]fluoro- l -tyrosine on a FASTlab synthesizer
Lemaire,Libert,Franci,Genon,Kuci,Giacomelli,Luxen
, p. 281 - 290 (2015/06/25)
An efficient, fully automated, enantioselective multi-step synthesis of no-carrier-added (nca) 6-[18F]fluoro-L-dopa ([18F]FDOPA) and 2-[18F]fluoro-L-tyrosine ([18F]FTYR) on a GE FASTlab synthesizer in conjunctio
Fast and reliable method for the preparation of ortho- and para-[ 18F]fluorobenzyl halide derivatives: Key intermediates for the preparation of no-carrier-added PET aromatic radiopharmaceuticals
Lemaire, Christian,Libert, Lionel,Plenevaux, Alain,Aerts, Jo?l,Franci, Xavier,Luxen, André
experimental part, p. 48 - 55 (2012/06/18)
A fast and reliable method suitable for the automated preparation of (substituted) [18F]fluorobenzyl halides from several [ 18F]fluorobenzaldehydes was developed. Aromatic nucleophilic substitution of trimethylammonium benzaldehyde t
Nucleophilic substitution of nitro groups by [18F]fluoride in methoxy-substituted ortho-nitrobenzaldehydes-A systematic study
Shen, Bin,L?ffler, Dirk,Reischl, Gerald,Machulla, Hans-Jürgen,Zeller, Klaus-Peter
experimental part, p. 216 - 224 (2009/07/25)
As model reactions for the introduction of [18F]fluorine into aromatic amino acids, the replacement of NO2 by [18F]fluoride ion in mono- to tetra-methoxy-substituted ortho-nitrobenzaldehydes was systematically investigated. Unexpectedly, the highly methoxylated precursors 2,3,4-trimethoxy-6-nitrobenzaldehyde and 2,3,4,5-tetramethoxy-6-nitrobenzaldehyde showed high maximum radiochemical yields (82% and 48% respectively). When the electrophilicity of the leaving group substituted carbon atom is expressed by its 13C NMR chemical shift a good correlation with the reaction rate at the beginning of the reaction (first min) was found (R2 = 0.89), whereas the maximum radiochemical yields correlated much poorer with this electrophilicity parameter. This may be caused by side reactions becoming influencial in the further reaction course. As possible side reactions the demethylation of methoxy groups and intramolecular redox reactions could be detected by HPLC/MS.
Highly enantioselective synthesis of no-carrier-added 6-[ 18F]fluoro-L-dopa by chiral phase-transfer alkylation
Lemaire, Christian,Gillet, Steve,Guillouet, Stephane,Plenevaux, Alain,Aerts, Joel,Luxen, Andre
, p. 2899 - 2904 (2007/10/03)
[18F]Fluoro-L-dopa, an important radiopharmaceutical for positron emission tomography (PET), has been synthesized using a phase-transfer alkylation reaction. A chiral quaternary ammonium salt derived from a Cinchona alkaloid served as phase-tra
An improved enantioselective synthesis of no-carrier-added (NCA) 6-[18F]fluoro-L-DOPA
Wang, Y. X.,Zhang, L.,Tang, G. H.,Uin, D. Z.
, p. S866 - S867 (2007/10/03)
6-[18F]Fluoro-L-Dopa (6-FDOPA) is the analogue of L-Dopa, the biosynthesis precursor for dopamine. As a PET tracer, it was widely applied for the presynaptic dopamine function in cerebral studies in humans. The synthesis routes to this radiopharmaceutical could be divided into two main groups, that is, electrophilic and nucleophilic route. Lemaire et al reported a new nucleophilic synthesis procedure using a chiral phase-transfer catalyst. A similar procedure with some improvements was described in this study. A trimethylammonium veratraldehyde triflate was sythesized and used as a precurser for the synthesis of 6-[18F]Fluoro-L-Dopa by using the chiral phase-transfer catalyst, O-Allyl-N-(9)-anthracenylcinchonidium Bromide which was also synthesized in this study. The nca Fluorine-18F-fluoride was produced by the 18O(p,n)18F nuclear reaction on enriched water. First the 6-[19F]Fluoro-L-Dopa was sythesized to test the chemical structure of the sythesized end product and whole procedure. Then the synthesis of 6-[18F]Fluoro-L-Dopa was completed and identified by HPLC,TLC and MS (only the case of the 6-[19F]Fluoro-L-Dopa).
NO-CARRIER ADDED (NCA) ARYL FLUORIDES VIA THE NUCLEOPHILIC AROMATIC SUBSTITUTION OF ELECTRON-RICH AROMATIC RINGS
Ding, Y.-S.,Shiue, C.-Y.,Fowler, J. S.,Wolf, A. P.,Plenevaux, A.
, p. 189 - 205 (2007/10/02)
Nucleophilic aromatic substitution by fluoride ion has been demonstrated on rings containing electron donating groups in addition to the necessary electron withdrawing and leaving groups.The reaction of (18)F- with a series of aromatic nitro aldehydes having protected hydroxyl substituents on the ring was studied.The reactivity of the aromatic ring towards nucleophilic substitution to give (18)F-labeled aromatic fluoroaldehyde derivatives is correlated with electron density at the reaction center.The effect of a number of protected hydroxyl substituents is reported. 13C-NMR was used as a sensitive probe for the changes in electron distribution at the ring carbon atoms.Radiochemical yield correlated with ppm values at the reaction center.This methodology has been applied to the synthesis of no-carrier-added(NCA) 6-fluoro-L-DOPA.The extension of this strategy to the syntheses of other labeled pharmaceuticals appears promising.
