402758-98-9

Upstream product

• 56607-40-0 methyl D-arabinofuranoside 
• 204918-55-8 p-cresyl 5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside 
• 204918-49-0 p-methylphenyl 1-thio-α-D-arabinofuranoside 
• 1360560-53-7 methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 1360561-10-9 C₃₆H₄₂O₅Si 
• 16896-03-0 methyl 2,3-di-O-benzyl-α-D-arabinofuranoside 
• 917590-91-1 p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside 
• 402758-96-7 methyl 5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 1054739-06-8 (2S,3S,4S,5R)-2-((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-ylmethoxy)-5-trityloxymethyl-tetrahydro-furan-3,4-diol 
• 402758-97-8 methyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 352438-38-1 p-tolyl 2,3,5-tri-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 1053610-52-8 C₅₈H₅₈O₉ 

Downstream Products

• 402758-99-0 methyl 5-O-(2,3-di-O-benzyl-5-O-(2-O-benzoyl-3,5-di-O-benzyl-α-D-arabinofuranosyl)-α-D-arabinofuranozyl)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 917591-15-2 methyl 2-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 402759-00-6 methyl 5-O-(2,3-di-O-benzyl-5-O-(3,5-di-O-benzyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 1360560-59-3 methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 1360560-62-8 C₇₄H₈₂O₁₃Si 

Relevant academic research and scientific papers

Neighboring-group participation by C-2 ether functions in glycosylations directed by nitrile solvents

Ether-protecting functions at C-2 hydroxy groups have been found to play participating roles in glycosylations when the reactions are conducted in nitrile solvent mixtures. The participation mechanism is based on intramolecular interaction between the lone electron pair of the oxygen atom of the C-2 ether function and the nitrile molecule when they are positioned in a cis configuration. A 1,2-cis glycosyl oxazolinium intermediate is formed. This participation, in conjunction with the anomeric effect of the glycosyl donor, confers high 1,2-trans selectivities on glycosylations. Further application of this concept has led to efficient preparations of α-(1→5)-arabinan oligomers.

Arabinofuranosides from mycobacteria: Synthesis of a highly branched hexasaccharide and related fragments containing β-arabinofuranosyl residues

The synthesis of 11 oligosaccharides (4-14) containing β-arabinofuranosyl residues is reported. The glycans are all fragments of two polysaccharides, arabinogalactan and lipoarabinomannan, which are found in the cell wall complex of mycobacteria. In the preparation of the targets, the key step was a low-]temperature glycosylation reaction that installed the β-arabinofuranosyl residues with good to excellent stereocontrol.