Collect. Czech. Chem. Commun.
1980, 45, 2541-2549
https://doi.org/10.1135/cccc19802541
Analogues of androgens with the open ring A
Alexander Kasal
Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
Abstract
The synthesis of the A-nor-3,5-seco analogue of dehydroepiandrosterone (VII) is based on different acylation and oxidation rates of the hydroxyl groups in A-nor-3,5-seco-5-androsten-3,17β-diol (I). The methyl ester of 5-oxo-17β-pivaloyloxy-A-nor-3,5-secoandrostan-3-oic acid (X), accessible from testosterone pivalate, was converted to 4,5-seco-analogues of testosterone and methyltestosterone (compounds XVII and XXIII).
