Recoverable Pd/C catalyst mediated dehydrogenation of sterols and an improved synthesis of 1α-hydroxydehydroepiandrosterone.

Authors :: Yin YZ
Liu C
Tang LQ
Liu ZP
Source :: Steroids [Steroids] 2012 Nov; Vol. 77 (13), pp. 1419-22. Date of Electronic Publication: 2012 Sep 18.
Publication Year :: 2012
Abstract: A novel recyclable Pd/C catalyst mediated dehydrogenation of sterols is developed. The conversion of sterols to 1,4,6-trien-3-ones is best achieved with Pd/C as a catalyst (10%) in the presence of six equivalents of allyl diethyl phosphate (ADP) and excess amount of sodium carbonate in DMF under vigorous reflux conditions. This transformation gives 17,17-ethylenedioxyandrost-1,4,6-trien-3-one in better yield than that of DDQ oxidation and thus provides an improved synthesis of 1α-hydroxydehydroepiandrosterone from DHEA.<br /> (Copyright © 2012 Elsevier Inc. All rights reserved.)

Subjects :: Catalysis
Chemistry Techniques, Synthetic
Dehydroepiandrosterone chemical synthesis
Dehydroepiandrosterone chemistry
Hydrogenation
Carbon chemistry
Dehydroepiandrosterone analogs & derivatives
Palladium chemistry
Sterols chemistry

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