First synthesis of a pentadeuterated 3'-hydroxystanozolol--an internal standard in doping analysis |
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Authors: | Felzmann Wolfgang Gmeiner Günter Gärtner Peter |
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Affiliation: | Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna, Austria. |
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Abstract: | The first synthesis of 16,16,20,20,20-pentadeuterio-3'-hydroxystanozolol (8) in 26% yield over nine steps is described using moderately priced starting materials and economic amounts of reagents. Compound 8 can be used as an internal standard in screening procedures for anabolic steroids as well as for the quantification of stanozolol metabolites via mass spectrometric techniques, such as LC-MS or gas chromatography-mass spectrometry (GC-MS). |
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Keywords: | Stanozolol metabolite Deuterium labelling Diastereoselective alkylation Doping control Stereoselective synthesis Steroid |
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