Abstract
For the purpose of obtaining antisera used for direct radioimmunoassay of estriol glucuronides, two new haptens, estriol 3- and 16-glucoside derivatives possessing a carboxyl group, have been synthesized. Condensation of estriol 3-carboxymethyl ether with 1-bromo-1-deoxy-α-D-glucopyranose tetraacetate in the presence of cadmium carbonate provided the 16-glucoside together with a small amount of the 17-isomer. The Koenigs-Knorr reaction with 6-oxoestriol 16, 17-diacetate under similar conditions afforded the 3-glucoside which in turn was led to the 6-(O-carboxymethyl) oxime. Removal of the protecting groups in estriol 3- and 16-glucoside derivatives was effected by treatment with methanolic alkali to yield the desired compounds.
