Add time:09/10/2019 Source:sciencedirect.com
In a weakly basic non-aqueous medium a condensation reaction proceeds between dichlorotetrafluoroacetone and an α-amino acid, such that two adjacent protonic groups, amino and carboxylic, were coupled together with the ketone in a relatively stable five-membered ring. The resulting cyclic derivative, 2,2-bis(chlorodifluoromethyl)-4-subst.-1,3-oxazolidin-5-one was of essentially lower polarity and could be used for gas chromatography. With regard to a possible application in the analysis of both protein and thyroid amino acids, the reaction conditions were tested on tyrosine and its iodinated homologues, mono- and diiodotyrosines. The hydroxyl group of the benzene ring was esterified by treatment with heptafluorobutyric anhydride in the second reaction step.
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