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N.C.A. 18F-fluoroacylation via fluorocarboxylic acid esters

✍ Scribed by Dirk Block; Heinz Hubert Coenen; Gerhard Stöcklin

Publisher
John Wiley and Sons
Year
1988
Tongue
French
Weight
504 KB
Volume
25
Category
Article
ISSN
0022-2135

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✦ Synopsis

The preparation and introduction of fluoroacyl moieties as prosthetic groups is described for n.c.a. labelling with fluorine-18. Activation by the aminopolyether 2.2.2. /X2C03 complex was used for the nucleophilic exchange in a-substituted acid esters. Increasing yields were found in the sequence: iodo c c chloro tosyloxy bromo. The methylester of a-bromopropionic acid proved to be the best precursor for acylation. The acid methylester was prepared with radiochemical yields of > 90% within 10 minutes. It reacted effectively with primary alcohols in the presence of 3% methane sulfonic acid. Using n-butylamine as model compound and 0.1% NH4C1 as acid in aqueous solution, n.c.a. N-fluoroacylation was also performed with > 8 0 % radiochemical yield. This reaction is relevant to "F-labelling of biomolecules such as peptides.

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