204918-56-9

Upstream product

• 98-88-4 benzoyl chloride 
• 204918-55-8 p-cresyl 5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside 
• 106-45-6 para-thiocresol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 204918-49-0 p-methylphenyl 1-thio-α-D-arabinofuranoside 
• 204918-48-9 1-(p-thiocresyl)-2,3,5-tri-O-acetyl-α-D-arabinofuranoside 
• 61826-42-4 tetra-O-acetyl-D-arabinofuranose 
• 79083-42-4 methyl D-arabinofuranoside 
• 90244-44-3 methyl 2,3,5-tri-O-acetyl-α,β-D-arabinofuranoside 

Downstream Products

• 352438-50-7 methyl 5-O-[5-O-tert-butyldiphenylsilyl-2,3-di-O-benzoyl-α-D-arabinofuranosyl]-2,3-anhydro-α-D-lyxofuranoside 
• 569659-42-3 octyl 2,3-di-O-benzoyl-5-O-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside 
• 569659-43-4 octyl 2,3-di-O-benzoyl-5-O-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl))-α-D-arabinofuranoside 
• 352438-51-8 methyl 5-O-[2,3-di-O-benzoyl-α-D-arabinofuranosyl]-2,3-anhydro-α-D-lyxofuranoside 
• 352438-52-9 methyl 5-O-[5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-2,3-di-O-benzoyl-α-D-arabinofuranosyl]-2,3-anhydro-α-D-lyxofuranoside 
• 685111-68-6 p-toluyl 2,3-di-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 1360560-51-5 C₆₁H₆₂O₁₀SSi 
• 1236193-43-3 methyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-α-D-arabino-furanosyl-(1->3)-[2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-2-O-benzyl-α-D-arabinofuranoside 
• 204918-64-9 methyl 5-O-[5-O-(2,3,5-tri-O-acetyl-α-D-arabinofuranosyl)-2,3-di-O-benzoyl-α-D-arabinofuranosyl]-2,3-di-O-benzoyl-α-D-arabinofuranoside 
• 204918-63-8 methyl (2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside 
• 569659-41-2 octyl 2,3-di-O-benzoyl-5-O-(2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside 
• 204918-62-7 methyl 5-O-(2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-2,3-di-O-benzoyl-α-D-arabinofuranoside 

Relevant academic research and scientific papers

Characterization of a distinct arabinofuranosyltransferase in Mycobacterium smegmatis

The D-arabinans in Mycobacterium are essential, extraordinarily complex entity comprised of D-arabinofuranose residues which are rarely found in nature. Despite the well-recognized importance of the mycobacterial arabinan, delineation of the arabinosylati

Preparation of the tri-arabino di-mycolate fragment of mycobacterial arabinogalactan from defined synthetic mycolic acids

An efficient synthetic approach to tri-arabino di-mycolates, using structurally defined synthetic α-, keto and methoxy mycolic acids is described.

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.

Sensitivity of 1JC1-H1 magnitudes to anomeric stereochemistry in 2,3-anhydro-O-furanosides

The magnitude of the one-bond coupling constant between C1 and H1 in 2,3-anhydro-O-furanosides has been shown to be sensitive to the stereochemistry at the anomeric center. A panel of 24 compounds was studied and in cases where the anomeric hydrogen is trans to the epoxide moiety, 1JC1-H1 = 163 - 168 Hz; and when this hydrogen is cis to the oxirane ring, 1JC1-H1 = 171 - 174 Hz. In contrast, for 2,3-anyhdro-S-glycosides, the size of the 1JC1-H1 is not sensitive to C1 stereochemistry. Computational studies on all four methyl 2,3-anhydro-O-furanosides (5-8) demonstrated that 1JC1-H1 was inversely proportional to the length of the C1-H1 bond. A previously reported equation, which relates C1-H1 bond distance and atomic charges to 1JC1-H1 magnitudes, could be used to accurately predict the J values in the α-lyxo (5) and β-ribo (8) isomers. In contrast, with the β-lyxo (6) and α-ribo isomers (7), this equation underestimated the size of these coupling constants by 10-20 Hz.

Arabinofuranosyl oligosaccharides from mycobacteria: Synthesis and effect of glycosylation on ring conformation and hydroxymethyl group rotamer populations

A series of αD-arabinofuranosyl oligosaccharides (2-8) that are fragments of the arabinan portions of two polysaccharides present in the cell wall of Mycobacterium tuberculosis have been synthesized. Preparation of the oligosaccharides involved the sequen

Synthetic arabinofuranosyl oligosaccharides as mycobacterial arabinosyltransferase substrates

A series of arabinofuranosyl oligosaccharides found as constituent parts of the polysaccharide portion of the cell wall of Mycobacterium tuberculosis have been chemically synthesized. Screening of these oligosaccharidss as substrates for arabinosyltransferases present in mycobacterial membrane preparations suggests that modified oligosaccharide analogs as small as disaccharides may be inhibitors of glycan biosynthesis. Such inhibitors would be of potential utility as lead compounds in the identification of new drugs for the treatment of mycobacterial infections.