213963-76-9

Upstream product

• 34370-91-7 3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 29581-48-4 O-benzyl-1,2-di-O-isopropylidene-5-O-(p-toluenesulfonyl)-α-D-xylofuranose 
• 100-39-0 benzyl bromide 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 114861-14-2 1,2-O-isopropylidene-5-O-(t-butyldiphenylsilyl)-α-D-xylofuranose 
• 185541-37-1 1,2-O-isopropylidene-3-O-benzyl-5-O-triphenylmethyl-α-D-xylofuranoside 
• 213963-74-7 ((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane 

Downstream Products

• 213963-72-5 2,2-Dimethyl-propionic acid (1R,4R,5S,6R)-5-benzyloxy-2,7-dioxa-bicyclo[2.2.1]hept-6-yl ester 

Relevant academic research and scientific papers

Two novel synthetic methods for 1,4-anhydro-α-xylopyranose derivatives

Two novel methods for the syntheses of 1,4-anhydro-3-O-benzyl-2-O-pivaloyl-(1) and 2-O-acetyl-1,4-anhydro-3-O-benzyl-α-D-xylopyranose (2), starting materials for synthesizing stereoregular β-(1-15)-xylofuranan by ring-opening polymerization are reported. Both synthetic routes start from D-xylopyranose, involve nine reaction steps, and give approximately 30-35% overall yields. The key reaction in the novel synthetic routes is the intramolecular nucleophilic attack of C-1 oxyanion on the C-5 position of 3-O-benzyl-5-O-(p-toluenesulfonyl)-α-D-xylofuranose (10), resulting in 1,5-acetal bond formation in high yield. The present synthetic routes enable us to prepare 1,4-anhydro-α-D-xylopyranose derivatives having different substituents at the 2-O- and the 3-O-positions.