Studies on Triterpenoids. XI

Studies on the Constitution of Jegosapogenol. II. Oxidation Products of Jegosapogenol

Abstract

The structure of jegosapogenol was approximately assumed as (I) from the result of its oxidation with three kinds of oxidation agent. Oxidation of tetraacetyljego-sapogenol with selenium dioxide afforded tetraacetylanhydrojegosapogenol (saponified product, C₃₀H₄₈O₄) whose ultraviolet absorption spectrum suggested the presence of β-amyrin ring with axial hydroxyl at 19-position. Properties of the hydroxyls were examined by chromium trioxide and Criegee oxidation and the presence of 1, 2 and 1, 3-diols was confirmed.