Isolation, Synthesis and Derivatization of Xylodextrins

Abstract

AbstractA series of xylodextrins has been produced by enzymatic or hydrothermal degradation of industrial xylans. For further synthetic use, the oligomers were converted into per‐O‐acetylated xylooligomers which were separated by silica gel chromatography to furnish preparative amounts of xylobiose up to xylopentaose. In a model reaction, selective anomeric deacetylation and treatment with trichloroacetonitrile furnished a xylobiosyl donor, which was converted into the β‐methyl glycoside. In addition, methyl β‐D‐xylopyranoside was transformed into a suitable glycosyl acceptor via tosylation followed by a double displacement reaction at O‐4, allowing for further chain elongation and modification at the reducing xylopyranosyl unit.