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  • Simple and efficient synthesis of 2-[(18)F]fluoroethyl triflate for high yield (18)fluoroethylation.

Simple and efficient synthesis of 2-[(18)F]fluoroethyl triflate for high yield (18)fluoroethylation.

Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine (2014-09-06)
Tanja Peters, Andreas Vogg, Iris M Oppel, Jörn Schmaljohann
ABSTRACT

The [(18)F]fluoroethyl moiety has been widely utilized in the synthesis of (18)F-labelled compounds. The aim of this work was the reliable synthesis of [(18)F]FEtOTf with a novel strategy to increase the reactivity of the commonly used [(18)F]FEB and [(18)F]FEtOTos. [(18)F]FEtOTf and the intermediate [(18)F]FEtOH were synthesized in high RCY (78% and 85%, respectively) and purified by SPE. The high potency of [(18)F]FEtOTf was shown by the efficient alkylation of the deactivated nucleophile aniline under mild conditions, as well as by the synthesis of [(18)F]FEC.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Trifluoromethanesulfonic anhydride solution, 1 M in methylene chloride
Sigma-Aldrich
Trifluoromethanesulfonic anhydride, 99%
Sigma-Aldrich
Trifluoromethanesulfonic anhydride, purum, ≥98.0% (T)
Supelco
2-Dimethylaminoethanol, analytical standard
Sigma-Aldrich
2-Dimethylaminoethanol, purified by redistillation, ≥99.5%
Sigma-Aldrich
2-Dimethylaminoethanol, ≥99.5%
Sigma-Aldrich
2-Dimethylaminoethanol, purum, ≥98.0% (GC)