128947-68-2

Basic information

• Product Name: 1,3,4-tri-O-acetyl-2,6-di-O-p-tolylsulfonyl-α-D-glucopyranose
• Synonyms: 1,3,4-tri-O-acetyl-2,6-di-O-p-tolylsulfonyl-α-D-glucopyranose
• CAS NO: 128947-68-2
• Molecular Weight: 614.648
• Mol File: 128947-68-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,3,4-tri-O-acetyl-2,6-di-O-p-tolylsulfonyl-α-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-tri-O-acetyl-2,6-di-O-p-tolylsulfonyl-α-D-glucopyranose(128947-68-2)
• EPA Substance Registry System: 1,3,4-tri-O-acetyl-2,6-di-O-p-tolylsulfonyl-α-D-glucopyranose(128947-68-2)

Safety Data

• Hazardous Substances Data: 128947-68-2(Hazardous Substances Data)

Upstream product

• 50-99-7 D-glucose 
• 108-24-7 acetic anhydride 
• 98-59-9 p-toluenesulfonyl chloride 
• 2280-44-6 D-Glucose 

Downstream Products

• 4631-19-0 3,4,6-tri-O-acetyl-2-O-p-toluenesulfonyl-α-D-glucopyranosyl bromide 
• 103726-01-8 3,4-di-O-acetyl-6-deoxy-6-iodo-2-O-tosyl-α-D-glucopyranosyl bromide 
• 4581-93-5 1,3,4,6-tetra-O-acetyl-2-O-p-toluenesulfonyl-α-D-glucopyranose 
• 103725-99-1 3,4-di-O-acetyl-2,6-di-O-tosyl-α-D-glucopyranosyl bromide 
• 115002-50-1 O¹,O³,O⁴-triacetyl-6-thiocyanato-O²-(toluene-4-sulfonyl)-6-deoxy-α-D-glucopyranose 

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.