THE CONFIGURATION AND CONFORMATION OF "DI-D-FRUCTOSE ANHYDRIDE I"

Abstract
"Di-D-fructose anhydride I", obtained by acid depolymerization of inulin triacetate, was found to be 1′,2-anhydro-[1-(α-D-fructofuranosyl)-β-D-fructofuranose]. The high resistance to oxidation by periodate found for the α-D-fructofuranoside portion was related to the conformation for the ring wherein the 3′- and 4′-hydroxyl groups are in quasi-axial orientation. This and other conclusions about the conformations of the anhydride were based on a comparison of the 100 Mc.p.s. proton magnetic resonance spectra of the 6,6′-dideoxytetra-O-acetyl derivative of the anhydride, sucrose octaacetate, and 1,6-anhydro-α-D-galactofuranose triacetate.