Synthesis of 13C3-B6 Vitamers Labelled at Three Consecutive Positions Starting from 13C3-Propionic Acid

摘要

[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.