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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...
A new class of steroids is being synthesized for its ability to prevent intratumoral androgen production by inhibiting the activity of CYP17 hydroxylase enzyme. The scheme involved the synthesis of chalcone derivative of pregnenolone 5 which was further modified to the corresponding biaryl-chalcone pregnenolone analogs 16–25 using Suzuki–Miyaura cross-coupling reaction. The synthesized compounds were...
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