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Synthesis of 6-[18F] and 4-[18F]fluoro-l-m-tyrosines via regioselective radiofluorodestannylation

✍ Scribed by Mohammad Namavari; N. Satyamurthy; Michael E. Phelps; Jorge R. Barrio

Publisher
Elsevier Science
Year
1993
Tongue
English
Weight
960 KB
Volume
44
Category
Article
ISSN
0969-8043

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✦ Synopsis

The regioselective radiofluorodestannylation of 6-trimethylstannyl-L-m-tyrosine derivative 6 with [18F]F2 and [18F]acetyl hypofluorite afforded, after acid hydrolysis, 6-[18F]fluoro-L-m-tyrosine (8a) in radiochemical yields of 23 and 17%, respectively. Similarly, 4-[18F]fluoro-L-m-tyrosine (13a) was synthesized in 11% radiochemical yield from the corresponding 4-trimethylstannyl-L-m-tyrosine derivative 11 using [18F]F2. The structural analyses of precursors (6,11), intermediates, and the final products (after 18F decay), were carried out by 1H, 13C, 19F, 119Sn-NMR and high resolution mass spectroscopy.

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