68977-81-1

Upstream product

• 85326-15-4 3,4-di-O-acetyl-1,2-O-<1-(endo-cyano)ethylidene>-α-D-xylopyranose 
• 96016-71-6 methyl 2,3-di-O-benzyl-4-O-trityl-β-D-xylopyranoside 
• 70003-50-8 methyl 2,3-di-O-acetyl-β-D-xylopyranoside 
• 3068-31-3 1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose 

Downstream Products

• 69973-32-6 methyl β-D-xylobioside 

Relevant academic research and scientific papers

THE EFFECT OF REPLACING A 3-O-ACETYL GROUP BY A 3-O-BENZY; GROUP IN A METHYL 4-O-TRITYL-β-D-XYLOPYRANOSIDE DERIVATIVE ON THE EFFICIENCY OF 1,2-trans-GLYCOSYLATION WITH A D-XYLOSE 1,2-O-(1-CYANOETHYLIDENE) DERIVATIVE

Replacement of AcO-3 in methyl 2,3-di-O-acetyl-4-O-trityl-β-D-xylopyranoside with a benzyl group greatly increases the 1,2-trans-stereoselectivity of glycosylation with D-xylopyranose 1,2-O-(1-Cyanoethylidene) derivative.Anomerisation of methyl 2-O-benzyl-β-D-xylopyranoside derivatives occured under the action of triphenylmethylium perchlorate.

SYNTHESIS OF A SERIES OF POSITIONALLY ISOMERIC METHYL O-(α- AND β-D-XYLOPYRANOSYL)-β-D-XYLOPYRANOSIDES

Crystalline α- and β-(1->2, 1->3 and 1->4)-linked methyl β-D-xylobiosides have been obtained by procedures based on condensation of 2,3,4-tri-O-acetyl-α-D-xylopyranosyl bromide with positionally isomeric methyl di-O-acetyl-β-D-xylopyranosides, followed by deacetylation.Per-O-acetates of the isomeric methyl β-D-xylobiosides were also obtained crystalline.The β-linked disaccharide methyl glycosides, methylated on a preparative scale, gave crystalline fully methylated products