110415-60-6

Basic information

• Product Name: methyl 2,3,5-tri-O-acetyl-α-D-lyxofuranoside
• CAS NO: 110415-60-6
• Molecular Weight: 290.27
• Mol File: 110415-60-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl 2,3,5-tri-O-acetyl-α-D-lyxofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,5-tri-O-acetyl-α-D-lyxofuranoside(110415-60-6)
• EPA Substance Registry System: methyl 2,3,5-tri-O-acetyl-α-D-lyxofuranoside(110415-60-6)

Safety Data

• Hazardous Substances Data: 110415-60-6(Hazardous Substances Data)

Upstream product

• 87-72-9 D-lyxose 
• 39727-26-9 β-D-Ribofuranose-1,2,3,5-tetraacetate 
• 67-56-1 methanol 
• 219627-15-3 Acetic acid (2R,3S,4S,5R)-4-acetoxy-5-acetoxymethyl-2-p-tolylsulfanyl-tetrahydro-furan-3-yl ester 
• 108-24-7 acetic anhydride 
• 22416-73-5 methyl-α-D-lyxofuranoside 

Relevant articles and documents

Conversion of pyranose glycals to furanose derivatives: A new route to oligofuranosides

Acetylated pyranose glycals have been converted through a convenient three-step process into protected furanose reducing sugars. Ozonolysis of 2,3,5-tri-O-acetyl-glucal or 2,3,5-tri-O-acetylgalactal, followed by treatment with dimethyl sulfide and then hydrolysis gave respectively protected arabinofuranose (6) and lyxofuranose (7) derivatives. Conversion of these hemiacetals to oligosaccharides was explored using a number of methods. Activation of 6 or 7 in situ afforded glycosides in modest yield and stereoselectivity. Glycosylation of tetraacetates 16 and 18, obtained from 6 and 7, gave similar results. However, thioglycosides 17 and 19, also derived from 6 and 7, were found to be effective glycosyl donors, producing products in good to excellent yields and with high stereoselectivities. The method was also used to synthesize a disaccharide in which one residue contained uniform 13C enrichment.