A SHORT SYNTHESIS OF BETA-XYLOBIOSIDES

Benzyl 2,3,2',3',4'-penta-O-acetyl-beta-xylobioside, 2-nitrophenyl bet a-xylobioside, 4-nitrophenyl beta-xylobioside, and 2-iodobenzyl 1-thio -beta-xylobioside were synthesized via a short and highly selective ro ute. beta-D-Xylopyranosides were selectively 4-O-triethylsilylated usi ng dibutyltin oxide and triethyhilyl chloride and subsequently 2,3-di- O-acetylated. Desilylation under acidic conditions gave the 4-unprotec ted xylosides which then were beta-D-xylosylated using 2,3,4-tri-O-ace tyl-alpha-D-xylopyranosyl trichloroacetimidate.