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Zeitschriftenartikel:

N. Kratena, S. Pilz, M. Weil, G. Gmeiner, V. Enev, P. Gärtner:
"Synthesis and structural elucidation of a dehydrochloromethyltestosterone metabolite";
Organic & Biomolecular Chemistry, - (2018), 16; S. 2508 - 2521.



Kurzfassung englisch:
The human urinary long-term metabolite "M3" (4-chloro-17β-hydroxymethyl-17α-methyl-18-norandrost-13-en-3-ol) of the common doping agent DHCMT has thus far been detected via GC/MS-MS, creating ambiguities concerning its absolute configuration. Its structure was elucidated via the synthesis of all eight possible stereoisomers with 17β-hydroxymethyl configuration. The highlights of the synthesis consist of a novel first generation approach to 4β-chloro-5β compounds as well as a divergent route which allows easy access to the remaining A-ring chlorohydrins.


"Offizielle" elektronische Version der Publikation (entsprechend ihrem Digital Object Identifier - DOI)
http://dx.doi.org/10.1039/C8OB00122G


Erstellt aus der Publikationsdatenbank der Technischen Universität Wien.