1449126-02-6

Basic information

• Product Name: C₁₅H₁₆O₆
• Synonyms: C₁₅H₁₆O₆
• CAS NO: 1449126-02-6
• Molecular Weight: 292.288
• Mol File: 1449126-02-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: C₁₅H₁₆O₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₅H₁₆O₆(1449126-02-6)
• EPA Substance Registry System: C₁₅H₁₆O₆(1449126-02-6)

Safety Data

• Hazardous Substances Data: 1449126-02-6(Hazardous Substances Data)

Upstream product

• 1824-96-0 Methyl α-lyxofuranoside 
• 56271-35-3 2,3,5-tri-O-benzoyl-α,β-D-arabinofuranosyl bromide 
• 7473-42-9 methyl tri-O-benzoyl-α-D-arabinofuranoside 
• 79083-42-4 methyl D-arabinofuranoside 
• 532-20-7 D-arabinofuranose 
• 1431370-34-1 3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate 

Downstream Products

• 1255529-73-7 (pent-4-enyl) 2,3-di-O-benzoyl-α-D-arabinofuranoside 
• 1255529-72-6 (pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside 

Relevant articles and documents

A Versatile Synthesis of Pentacosafuranoside Subunit Reminiscent of Mycobacterial Arabinogalactan Employing One Strategic Glycosidation Protocol

Oligosaccharides are involved in a myriad of biological phenomena. Many glycobiological experiments can be undertaken if homogenous and well-defined oligosaccharides are accessible. Mycobacterial cell walls contain arabinogalactan as one of the major constituents that is challenging for chemical synthesis. Therefore, the major aim of this investigation is to synthesise a major oligosaccharide portion of the arabinogalactan. The pentacosafuranoside (25mer) synthesis involved installation of several arabinofuranosidic linkages through neighbouring group participation for 1,2-trans linkages and oxidation-reduction strategy for the 1,2-cis Araf. A strategically placed n-pentenyl moiety at the reducing end enables ligation of biomolecular probes through celebrated cross metathesis or thiol-ene click reactions. Several linear and branched oligosaccharides were synthesised ranging from trisaccharide to pentadecasaccharide during this endeavour. Synthesis of pentacosasaccharide was accomplished in 77 steps with 0.0012 % overall yield. These oligosaccharides are envisioned to be excellent probes for understanding disease biology thereby facilitating discovery of novel antitubercular agents, vaccines and/or diagnostics.

Gold(III)-catalyzed glycosidations for 1,2- trans and 1,2- cis furanosides

Stereoselective synthesis of furanosides is still a daunting task, unlike the pyranosides, for which several methods exist. Herein, a unified stereoselective strategy for the synthesis of 1,2-trans and 1,2-cis furanosides is revealed for seven out of eight possible isomers of pentoses. The identified protocol gives access to diastereoselective synthesis of α- and β-araf, ribf, lyxf, and α-xylf furanosides. 1,2-trans glycosides were synthesized by the use of propargyl 1,2-orthoesters under gold-catalyzed glycosidation conditions, and subsequently, they are converted into 1,2-cis glycosides through oxidation-reduction as the key functional group transformation. All the reactions are found to be fully diastereoselective, mild, and high yielding.