Russian Journal of General Chemistry

, Volume 83, Issue 10, pp 1874–1882 | Cite as

Catalytic hydrogenation of substituted 15β-Pregn-16-enes

  • A. V. BaranovskiiEmail author
  • D. A. Bolibrukh
  • V. A. Khripach


The catalytic hydrogenation of 15-benzoyloxybutyl-20-hydroxymethylpregn-16-enes under various conditions was studied. It was shown that at the use of a palladium catalyst along with the reduction of the double bond also its shift occurred giving Δ14-derivatives. The reduction over a platinum catalyst is accompanied by the saturation of aromatic ring of the protecting group, but gives the best yield of the desired products and provides a preparative approach to 15-substituted analogs of brassinosteroids. The structures of the obtained compounds were proved by two-dimensional NMR spectroscopy and HPLC-MS.


General Chemistry EtOAc Catalytic Hydrogenation Palladium Catalyst Epoxide Ring 
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Copyright information

© Pleiades Publishing, Ltd. 2013

Authors and Affiliations

  • A. V. Baranovskii
    • 1
    Email author
  • D. A. Bolibrukh
    • 1
  • V. A. Khripach
    • 1
  1. 1.Institute of Bioorganic ChemistryNational Academy of Sciences of BelarusMinskBelarus

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