The structure and function of oestrogens. III. 3,17β-Dihydroxy-6-oxaoestra-1,3,5(10),8(9)-tetraen-7-one and related steroidal coumarins
AS Caselli, DJ Collins and GM Stone
Australian Journal of Chemistry
35(4) 799 - 808
Published: 1982
Abstract
A Pechmann condensation of resorcinol, or resorcinol monomethyl ether with ethyl t-7a-methyl- 1,5-dioxo-r-3a,4,5,6,7,7a-hexahydroindan-c-4-carboxylate (10b) gave 3-hydroxy-6-oxaoestra- 1,3,5(10),8(9)-tetraene-7,17-dione (3a), or the corresponding 3-methoxy compound (3b), respectively. Reduction of 3-hydroxy-6-oxaoestra-1,3,5(10),8(9)-tetraene-7,17-dione (3a) with sodium borohydride gave 3,17β-dihydroxy-6-oxaoestra-1,3,5(10),8(9)-tetraen-7-one (11).
Compounds (3a) and (11) were tested for oestrogenic activity.
https://doi.org/10.1071/CH9820799
© CSIRO 1982
