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Published on: October 19, 2017
Synthesis of [13C₃]-B6 Vitamers Labelled at Three Consecutive Positions Starting from [13C₃]-Propionic Acid
Thomas Bachmann1, Michael Rychlik2
1Analytical Food Chemistry, Technische Universität München, Maximus-von-Imhof-Forum 2, D-85354 Freising, Germany. thomas.bachmann@tum.de.
Abstract:
[13C₃]-labelled vitamers (PN, PL and PM) of the B6 group were prepared starting from [13C₃]-propionic acid. [13C₃]-PN was synthesized in ten linear steps with an overall yield of 17%. Hereby, higher alkyl homologues of involved esters showed a positive impact on the reaction outcome of the intermediates in the chosen synthetic route. Oxidation of [13C₃]-PN to [13C₃]-PL was undertaken using potassium permanganate and methylamine followed by acid hydrolysis of the imine derivative. [13C₃]-PM could be prepared from the oxime derivative of [13C₃]-PN by hydrogenation with palladium.
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