title: [Synthesis and determination for enantiomeric purity of 6-fluoro-L-DOPA].
abstract: OBJECTIVE
  To study the synthesis and determination for enantiomeric purity of 6-fluoro-L-3, 4-dihydroxyphenylalanine (6-fluoro-L-DOPA, 6-FDOPA).
  
  
  METHODS
  2-(2-Fluoro-4, 5-dimethoxybenzyl)-N-(diphenylmethylene) glycine tert-butyl ester (8), a new compound, was synthesized from the starting material nitroveratraldehyde via the nucleophilic displacement, reductive iodination, and chiral catalytic phase-transfer alkylation, and 6-FDOPA was prepared from hydrolysis of 8. The enantiomeric purity of 6-FDOPA was determined by HPLC method using a chiral mobil phase and reversed-phase C18 column.
  
  
  RESULTS
  The total time of synthesis was less than 90 min, the overall chemical yield from potassium fluoride was about 33%, and the enantiomeric purity was above 95%.
  
  
  CONCLUSIONS
  Large scale production of 6-FDOPA and automatic synthesis of 6-[18F]fluoro-L-DOPA with excellent chemical and entiomeric purity are available. The practical technique was provided for the radiochemical synthesis and entiomeric purity of 6-[18F]fluoro-L-DOPA.
authors.affiliation: Radiopharmaceutical Research Centre, Shanghai Institute of Nuclear Research, Chinese Academy of Sciences, Shanghai 201800, China. tghtgh@china.com
authors.forename: G H
authors.initials: GH
authors.lastname: Tang
authors.forename: L
authors.initials: L
authors.lastname: Zhang
authors.forename: X L
authors.initials: XL
authors.lastname: Tang
authors.forename: Y X
authors.initials: YX
authors.lastname: Wang
authors.forename: D Z
authors.initials: DZ
authors.lastname: Yin
mesh_terms: D004295:Dihydroxyphenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005462:Fluorine Radioisotopes; C043437:fluorodopa F 18; D004295:Dihydroxyphenylalanine