96016-71-6

Upstream product

• 100-44-7 benzyl chloride 
• 89128-26-7 methyl 4-O-trityl-β-D-xylopyranoside 
• 88306-51-8 methyl 2,3-di-O-acetyl-4-O-trityl-β-D-xylopyranoside 

Downstream Products

• 362681-77-4 methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside 
• 362681-74-1 methyl O-(2,3,4-tri-O-benzoyl-α-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside 
• 362681-68-3 Benzoic acid (4aR,6R,7R,8R,8aS)-6-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 176380-05-5 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester 
• 80973-59-7 Methyl 2,3-di-O-benzyl-β-D-xylopyranoside 
• 121947-41-9 Acetic acid (2S,3R,4S,5R)-4,5-diacetoxy-2-((3R,4S,5R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester 
• 68977-81-1 methyl-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-acetyl-β-D-xylopyranoside 

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.