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A new class of 3α-ester derivatives of pregnenolone, using Mitsunobu reaction conditions, is described. The scheme involved the conversion of pregnenolone (4) into 20-(2-hydroxyethyl)imino-pregn-5-en-3β-ol (8), followed by tritylation to give the analogue 9. Treatment of 9 with various aryl carboxylic acids afforded the tritylated 3α-ester pregnenolone analogues 18–23. Detritylation with AcOH furnished...
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