The partial synthesis of 6-oxo-oestriol and 6‘α’-hydroxyoestriol

Abstract

6-Oxo-estriol, 6 "[alpha]"-hydroxyestriol and their acetates were prepared from estriol by methods based on those of Longwell and Wintersteiner (1940) and Wintersteiner and Moore (1959) for the preparation of 6-oxo-estradiol-17[beta] and 6 "[alpha]"-hydroxyestradiol-17[beta] from estradiol-17[beta]. Determinations of the distribution of 6-oxo-estriol, 6"[alpha]"-hydroxyestriol and estriol in the systems ether-water and ethyl acetate-water showed that the substitution of an oxo or hydroxy group at C-6 in the estriol molecule has a very great effect in increasing the relative solubility of these derivatives in water.