Study of leaving groups for the preparation of [ω-18F]fluorofatty acids via nucleophilic fluorination and its application to the synthesis of 17-[18F]fluoro-3-methylheptadecanoic acid

Toshihiro Takahashi, Tatsuo Ido, Ren Iwata

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

The effect of leaving groups on the introduction of [18F]fluorine into fatty acids via nucleophilic fluorination has been systematically studied. It has been proved that tosylate and bromide are the most reactive among such leaving groups as chloride, bromide, iodide, mesylate, tosylate and triflate. This result has been applied to the synthesis of 17-[18F]fluoro-3-methylheptadecanoic acid used in routine medical studies. Using methyl 17-bromo-3-methylheptadecanoate, the 18F-labeled 3-methyl-branched fatty acid has been prepared in a radiochemical yield of 36-58% (based on 18F-) with radiochemical purities of > 97%.

Original languageEnglish
Pages (from-to)801-809
Number of pages9
JournalInternational Journal of Radiation Applications and Instrumentation. Part
Volume42
Issue number9
DOIs
Publication statusPublished - 1991
Externally publishedYes

ASJC Scopus subject areas

  • Radiation
  • Engineering(all)

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