Previous work from this laboratory has shown that the direct fluorination of 3, 4-dihydroxy-phenyl-lalanine (l-DOPA) in anhydrous HF (aHF) or BF 3 /HF with F 2 is an efficient method for the synthesis of 6-fluoro-l-DOPA. Since then, 18 F-labeled 6-fluoro-l-DOPA ([ 18 F]6-fluoro-l-DOPA) has been used
Alternative solvents for electrophilic synthesis of 6-[18F]fluoro-L-DOPA
✍ Scribed by Sarita Forsback; Olli Eskola; Jörgen Bergman; Merja Haaparanta; Olof Solin
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- French
- Weight
- 95 KB
- Volume
- 52
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
Owing to the ozone layer‐depleting properties of chlorofluorocarbon compounds, alternative solvents for electrophilic fluorination reactions are desirable. Chloroform, dichloromethane, acetone or their deuterated analogues were examined as substitutes for Freon‐11 in the electrophilic synthesis of 6‐[^18^F]fluoro‐L‐DOPA ([^18^F]FDOPA). CDCl~3~, CD~2~Cl~2~ and C~3~D~6~O were found to be suitable solvents in this reaction, with the deuterated solvents providing significantly higher yields than Freon‐11. There were no differences among the solvents in the specific radioactivity, the radiochemical purity, the chemical purity or the microbiological quality of the final product. However, the radiochemical yield of [^18^F]FDOPA was increased when acetic acid was added to the precursor solution prior to the fluorination reaction. Copyright © 2009 John Wiley & Sons, Ltd.
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