Long-range effect of 17-substituents in 3-oxo steroids on 4,5-double bond hydrogenation
The long-range effect of substituents in the 17-position on the hydrogenation of double bond of the steroidal Δ4-3-ketones in acetic acid on a platinum catalyst is described in a series of testosterone (1) and epitestosterone (5) esters with carboxylic acids of varying alkyl chain length. The ratio 5α-to 5β-products is affected by the nature of substituents in the position 17.
Sidova, Romana,Stransky, Karel,Kasal, Alexander,Slavikova, Barbora,Kohout, Ladislav
p. 1528 - 1542
(2007/10/03)
Selective Hydrogenations Promoted by Copper Catalysts. 1. Chemoselectivity, Regioselectivity, and Stereoselectivity in the Hydrogenation of 3-Substituted Steroids
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Ravasio, Nicoletta,Rossi, Michele
p. 4329 - 4333
(2007/10/02)
SYNTHESIS OF NEW ANTIATHEROMATOUS DRUGS. STUDY OF THE ESTERIFICATION OF 17β-HYDROXY-5α-ANDROSTAN-3-ONE
The acylation of dihydrotestosterone with propionyl and p-chlorophenoxyisobutyryl chlorides leads to the formation of dihydrotestosterone esters and the 3-enol acylates of the dihydrotestosterone esters.The acid hydrolysis of the 3-enol acylates converts them into the coresponding dihydrotestosterone esters.
Volovel'skii, L. N.,Koryukina, V. N.,Popova, N. V.,Rastrepina, I. A.,Borozenets, L. K.