New Cleavage Methods for Cardiac Glycosides having a Doubly Linked Sugar¹

Abstract

New cleavage methods for cardiac glycosides having a doubly linked sugar are described. Treatment with pyridine, alumina, or phenylhydrazine gave the desired genin in reasonable yield. The reaction products were separated and determined by high-performance liquid chromatography. The mechanism of the cleavage reaction has also been discussed.

Steroids: reactions and partial syntheses

“…Both 2-and 4-bromo-l7~-oestradiol are much less proteinbound than oestradiol and, furthermore, they are not concentrated in tissues that contain receptors for oestrogens; this might be a consequence of a bromine atom that is close to the phenolic hydroxyl group. Therefore, 1 -bromo-17P-oestradiol (198) has been synthesized as shown in Scheme 40. dione (199), 1-hydroxyoestrone (200; R = H) and its 3-acetate (200; R = Ac), and 2,4-dihydroxyoestra-1,3,5( 10)trien-17-one (201; R = H) and its 2-acetate (201; R = Ac). These last compounds are thought to arise uiu a spiro-intermediate (202).…”