Syntheses of P-Nitrophenyl 6-O-α- and 6-O-β-D-Xylopyranosyl-β-D-glucopyranoside
Title:
Syntheses of P-Nitrophenyl 6-O-α- and 6-O-β-D-Xylopyranosyl-β-D-glucopyranoside
Author:
Sone, Yoshiaki Misaki, Akira
Appeared in:
Journal of carbohydrate chemistry
Paging:
Volume 5 (1986) nr. 4 pages 671-682
Year:
1986-12-01
Contents:
Condensation of p-nitrophenyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 3 with 2,3,4-tri-O-(chlorosulfonyl)-β-D-xylopyranosyl chloride by the Koenigs-Knorr method afforded the α-linked product in a high yield. Dechlorosulfation with sodium iodide and debenzoylation by the Zemplen method gave crystalline p-nitrophenyl 6-O-(α-D-xylopyranosyl)-β-D-glucopyranoside 7. Compound 3 was condensed with 2,3,4-tri-O-benzoyl-α-D-xylopyranosyl bromide in the presence of mercury (II) cyanide in acetonitrile, and after debenzoylation, crystalline p-nitrophenyl 6-O-(β-D-xylopyranosyl)-β-D-glucopyranoside 10 was obtained.
Journal description