Collect. Czech. Chem. Commun. 1981, 46, 1839-1849

Hydrogenation of 12-oxo-5β-chol-9(11)-enates on platinum

Alexander Kasal

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


Methyl 12-oxo-5β-chol-9(11)-enates with various substituents in the position 3 were prepared and the conditions were found under which hydrogenation of the supposedly resistent double bond to 9α-cholanates takes place. Under these conditions the products of deoxygenation in the position 12, and in the case of the hydrogenation of 3-oxo derivatives the products of deoxygenation in the position 3, were isolated as side-products of this reaction. The rate of the last mentioned reaction is a function of the excess of the catalyst.