1335406-48-8Relevant articles and documents
Synthesis of deuterium-labeled d3-androstenone and d 3-skatole for boar taint analysis
Fischer, Jochen,Elsinghorst, Paul W.,Wuest, Matthias
, p. 591 - 596 (2011)
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.