Portal de Periódicos da CAPES

Synthesis of DL-[3-11C]phenylalanine

1984; Pergamon Press; Volume: 35; Issue: 7 Linguagem: Inglês

10.1016/0020-708x(84)90103-0

1878-1284

Michael R. Kilbourn, Douglas D. Dischino, Michael J. Welch,

Chemical Synthesis and Analysis

[3-11C]Phenylalanine has been prepared by a five-step synthesis beginning with 11CO2. [11C]Benzyl chloride was prepared by addition of11CO2 to phenylmagnesium bromide, hydride reduction to [11C]benzyl alcohol, and chlorination (CCl4, tri-n-octylphosphine). The [11C]benzyl chloride was then used to alkylate the anion of N-diphenylmethylene)glycine ethyl ester using phase-transfer catalysis. The protecting groups were removed by acidic hydrolysis to yield DL-[3-11C]phenylalanine in 25–31% overall radiochemical yield (decay corrected) in a synthesis time of 60–70 min.