1431370-34-1

Basic information

• Product Name: 3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate
• Synonyms: 3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate
• CAS NO: 1431370-34-1
• Molecular Weight: 500.505
• Mol File: 1431370-34-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate(1431370-34-1)
• EPA Substance Registry System: 3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate(1431370-34-1)

Safety Data

• Hazardous Substances Data: 1431370-34-1(Hazardous Substances Data)

Upstream product

• 1824-96-0 Methyl α-lyxofuranoside 
• 98-88-4 benzoyl chloride 
• 56271-35-3 2,3,5-tri-O-benzoyl-α,β-D-arabinofuranosyl bromide 
• 107-19-7 propargyl alcohol 
• 7473-42-9 methyl tri-O-benzoyl-α-D-arabinofuranoside 
• 79083-42-4 methyl D-arabinofuranoside 
• 532-20-7 D-arabinofuranose 

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

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.

Facile synthesis of β- And α-arabinofuranosides and application to cell wall motifs of M. tuberculosis

Propargyl 1,2-orthoesters of arabinose are exploited for the synthesis of 1,2-trans furanosides; easily accessible 1,2-trans ribofuranosides are converted to challenging 1,2-cis-arabinofuranosides by oxidoreduction. Utility of these protocols was demonstrated by the successful synthesis of major structural motifs present in the cell surface of Mycobacterium tuberculosis. Key furanosylations were carried out under gold-catalyzed glycosidation conditions.