13039-66-2

Basic information

• Product Name: α- and β-methyl 5-O-(p-toluenesulfonyl)xyloside
• Synonyms: α- and β-methyl 5-O-(p-toluenesulfonyl)xyloside
• CAS NO: 13039-66-2
• Molecular Weight: 318.348
• Mol File: 13039-66-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: α- and β-methyl 5-O-(p-toluenesulfonyl)xyloside(CAS DataBase Reference)
• NIST Chemistry Reference: α- and β-methyl 5-O-(p-toluenesulfonyl)xyloside(13039-66-2)
• EPA Substance Registry System: α- and β-methyl 5-O-(p-toluenesulfonyl)xyloside(13039-66-2)

Safety Data

• Hazardous Substances Data: 13039-66-2(Hazardous Substances Data)

Upstream product

• 532-20-7 D-xylofuranose 
• 1824-96-0 methyl xylofuranoside 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 266688-14-6 Acetic acid (2R,3S,4R)-4-acetoxy-5-methoxy-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester 

Relevant articles and documents

Novel synthesis of 5-thio-hexopyranoside: Preparation of 5-thio-D- and L-glucose and 1,6-anhydro-5-thio-L- and D-altrose

Asymmetric synthesis of both D- and L-isomers of 5-thioglucose and 1,6-anhydro-5-thioaltrose are described. The key intermediates, L- and D-threose diethylacetal derivatives, were derived by chemical transformation from D-xylose or D-arabinose and by Sharpless asymmetric dihydroxylation from γ-hydroxycrotylaldehyde diethylacetal. They transformed to γ-thiiranyl diethylacetal via trans-2,3-epoxy alcohol in seven steps. Acetic acid-promoted cyclization of γ-thiiranyl diethylacetal gave 5-thiopyranoside. Removal of the protected groups under the acidic conditions afforded 5-thio-D- and L-glucose and 1,6-anhydro-5-thio-L- and D-altrose, respectively.