Abstract
The steroidal pig pheromone androstenone (5α‐androst‐16‐en‐3‐one) as well as the indole derivate skatole are known to be the major compounds contributing to boar taint. The preparation of 2H‐labeled internal standards of androstenone and skatole for stable isotope dilution assay–gas chromatography–mass spectrometry analysis of pig back fat samples is presented. The synthesis of d3‐androstenone is highlighted by a palladium catalyzed deuteration of a Δ5,6‐double bond of a hydrophobic steroid in a polar, D2O‐containing solvent mixture. Moreover, the utilization of D2O as a deuterium source with in situ formation of D2 by means of Mg0 was found to be a very feasible and convenient alternative with respect to costs and technical effort.
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