5115-93-5

Basic information

• Product Name: 2,3,4-tri-O-acetyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose
• Synonyms: 2,3,4-tri-O-acetyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose
• CAS NO: 5115-93-5
• Molecular Weight: 304.321
• Mol File: 5115-93-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,3,4-tri-O-acetyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-tri-O-acetyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose(5115-93-5)
• EPA Substance Registry System: 2,3,4-tri-O-acetyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose(5115-93-5)

Safety Data

• Hazardous Substances Data: 5115-93-5(Hazardous Substances Data)

Downstream Products

• 189446-96-6 2,3,4-tri-O-benzoyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose 
• 923980-28-3 2,4-di-O-benzoyl-1,6-anhydro-1-thio-β-D-glucopyranose 
• 4860-78-0 6-O-acetyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 

Relevant articles and documents

1,6-Anhydro-1-thio-β-D-glucopyranose (thiolevoglucosan) and the corresponding sulfoxides and sulfone

Starting 1,2,3,4-tetra-O-acetyl-6-O-tosyl-β-D-glucopyranose (3) was converted into 2,3,4-tri-O-acetyl-1-thio-6-O-tosyl-β-D-glucopyranose (6) via intermediate glycosyl bromide 4 and S-thiouronium salt 5. Treatment of compound 6 with sodium methoxide gave 1,6-anhydro-1-thio-β-D-glucopyranose (thiolevoglucosan 2a). The isomeric sulfoxides 7 and 8 were prepared by selective oxidation of thiolevoglucosan 2a with hydrogen peroxide or 3-chloroperoxybenzoic acid. The structure of new compounds was confirmed by 1H and 13C NMR spectroscopy or by X-ray analysis; magnetic anisotropy of the sulfinyl and sulfonyl group has been discussed.