71695-52-8

Basic information

• Product Name: methyl 4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside
• Synonyms: methyl 4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside
• CAS NO: 71695-52-8
• Molecular Weight: 266.294
• Mol File: 71695-52-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside(71695-52-8)
• EPA Substance Registry System: methyl 4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside(71695-52-8)

Safety Data

• Hazardous Substances Data: 71695-52-8(Hazardous Substances Data)

Upstream product

• 133934-00-6 methyl 4-O-benzoyl-2,6-dideoxy-3-O-<(trifluoromethyl)sulfonyl>-β-D-ribo-hexopyranoside 

Downstream Products

• 102650-55-5 Benzoic acid (2R,3R,4R,6R)-6-methoxy-2-methyl-4-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester 
• 102650-56-6 Trifluoro-methanesulfonic acid (3aR,4R,6R,7aS)-6-methoxy-4-methyl-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-yl ester 
• 102650-58-8 methyl 4-O-benzoyl-2,6-dideoxy-3-O-nitro-β-D-arabino-hexopyranoside 
• 88999-70-6 methyl 4-O-benzoyl-3-bromo-2,3,6-trideoxy-β-D-ribo-hexopyranoside 
• 88999-70-6 methyl 4-O-benzoyl-3-bromo-2,3,6-trideoxy-β-D-arabino-hexopyranoside 
• 102650-57-7 methyl 3-O-benzoyl-2,6-dideoxy-β-D-ribo-hexopyranoside 

Relevant articles and documents

Inversion of Configuration in 2,6-Dideoxy Sugars. Triflate Displacement by Benzoate and Nitrite Anions

Interconversion among 2,6-dideoxy sugars at room temperature has been accomplished in high yield.The eight possible methyl 3- and 4-O-benzoyl-2,6-dideoxy-β-D-hexopyranosides 1-8 have been interconverted using their corresponding triflates as intermediates.Triflates derived from compounds 1, 2, 7, and 8 undergo internal displacement by the neighboring benzoyl group, inverting configuration at the triflyloxy-bearing carbon atom.Triflates of compounds 3-6 do not experience internal reaction; however, configuration was inverted in these compounds at room temperature byreaction with tetrabutylammonium nitrite.To illustrate the value of these reactions in oligosaccharide synthesis, configuration was inverted in three disaccharides composed of 2,6-dideoxy sugar residues.