Preparation of Di-O-triphenylmethyl-(trityl-)cyclomalto-octaoses, and Isolation and Characterization by "Hex-5-enose Degradation" of Four Positional Isomers

Abstract

Four regioisomeric ditritylated derivatives of cyclomalto-octaose (1, cG₈), namely, 6¹, 6ⁿ-di-O-trityl-cG₈s have been prepared by the reaction of 1 with chlorotriphenylmethane in pyridine and isolated by high-performance liquid chromatography. The regiochemical determination of the four ditrityl-substituted derivatives has been achieved by means of the "hex-5-enose degradation, " followed by examination of the products by fast-atom bombardment-mass spectrometry.