Synthesis of a precursor for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha,17 beta-diol 17-glucuronide.
Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide. We optimized the reaction conditions for catalytic reduction employing hydrogen and subsequent base hydrolysis followed by purification on Amberlite XAD-2 resin to obtain the saturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.
D015113:Androstane-3,17-diol / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D000732:Androstanols / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D002852:Chromatography, Ion Exchange; D006915:Hydroxytestosterones; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013739:Testosterone / Q000031:analogs & derivatives; D014316:Tritium
D000732:Androstanols; D006915:Hydroxytestosterones; D007202:Indicators and Reagents; D014316:Tritium; C037914:11-hydroxytestosterone; D015113:Androstane-3,17-diol; C028895:androstane-3,17-diol glucuronide; D013739:Testosterone