1236193-41-1

Basic information

• Product Name: methyl 2,3-di-O-benzyl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-α-D-arabinofuranoside
• Synonyms: methyl 2,3-di-O-benzyl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-α-D-arabinofuranoside
• CAS NO: 1236193-41-1
• Molecular Weight: 566.648
• Mol File: 1236193-41-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2,3-di-O-benzyl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-α-D-arabinofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3-di-O-benzyl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-α-D-arabinofuranoside(1236193-41-1)
• EPA Substance Registry System: methyl 2,3-di-O-benzyl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-α-D-arabinofuranoside(1236193-41-1)

Safety Data

• Hazardous Substances Data: 1236193-41-1(Hazardous Substances Data)

Upstream product

• 1236193-40-0 methyl 2,3-di-O-benzyl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-5-O-p-methoxybenzyl-α-D-arabinofuranoside 

Downstream Products

• 1236193-48-8 methyl 5-O-behenoyl-2,3-di-O-benzyl-β-D-arabinofuranosyl-(1->2)-5-O-behenoyl-3-O-benzyl-α-D-arabinofuranoside 
• 1236193-46-6 methyl 2,3-di-O-benzyl-5-O-decanoyl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-5-O-decanoyl-α-D-arabinofuranoside 
• 1236193-45-5 methyl 2,3-di-O-benzyl-5-O-butyryl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-5-O-butyryl-α-D-arabinofuranoside 
• 1236193-47-7 methyl 2,3-di-O-benzyl-5-O-palmitoyl-β-D-arabinofuranosyl-(1->2)-3-O-benzyl-5-O-palmitoyl-α-D-arabinofuranoside 

Relevant articles and documents

Probing the effect of acylation on arabinofuranose ring conformation in di- and trisaccharide fragments of mycobacterial arabinogalactan

(Figure presented) A major component of the cell wall of mycobacteria is the mycolyl-arabinogalactan (mAG) complex. The arabinose and galactose residues in mAG are found solely in the furanose form, and it has been suggested that the flexibility of these five-membered rings allows for the tight packing of mycolic acids. In order to probe the flexible scaffold hypothesis , we designed and synthesized glycolipids 3-6 and 8-11 as simple models of the terminal portion of mAG. A set of donors and acceptors were explored for preparing the key β-(1→2) linkage in 2-6, and the best selectivity and yield can be obtained by using the electron-rich thioglycoside donor 14 and the O-5 p-methoxybenzyl-protected acceptor 17. Both α-linkages in the trisaccharides 7-11 were formed in a one-pot reaction. The conformations of compounds 2-11 were studied using solution-state NMR spectroscopy, but little change was observed in the coupling constants for the ring protons between 2 and 3-6 or between 7 and 8-11. However, the rotamer populations about the C-4-C-5 bond for the β-linked ring in disaccharide 2 did change upon acylation at O-5.