119718-15-9

Basic information

• Product Name: 1,5-anhydro-2,3,4-tri-O-benzoyl-6-O-p-tolylsulfonyl-D-mannitol
• CAS NO: 119718-15-9
• Molecular Weight: 630.672
• Mol File: 119718-15-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,5-anhydro-2,3,4-tri-O-benzoyl-6-O-p-tolylsulfonyl-D-mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-anhydro-2,3,4-tri-O-benzoyl-6-O-p-tolylsulfonyl-D-mannitol(119718-15-9)
• EPA Substance Registry System: 1,5-anhydro-2,3,4-tri-O-benzoyl-6-O-p-tolylsulfonyl-D-mannitol(119718-15-9)

Safety Data

• Hazardous Substances Data: 119718-15-9(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 492-93-3 1,5-anhydro-D-mannitol 
• 98-88-4 benzoyl chloride 

Downstream Products

• 119645-59-9 1,5-anhydro-2,3,4-tri-O-benzoyl-6-deoxy-6-iodo-D-mannitol 
• 18524-09-9 1,5-anhydro-2,3,4-tri-O-benzoyl-6-deoxy-D-lyxo-hex-5-enitol 

Relevant articles and documents

TWO METHYL ANHYDRO-D-FRUCTOPYRANOSIDES PREPARED FROM D-MANNITOL

D-Mannitol (1) was converted into 1,5-anhydro-D-mannitol, which was treated consecutively with p-toluenesulfonyl chloride (1 mol. equiv.) and benzoyl chloride (3 mol. equiv.), to produce 1,5-anhydro-2,3,4-tri-O-benzoyl-6-O-p-tolylsulfonyl-D-mannitol. 1,5-Anhydro-2,3,4-tri-O-benzoyl-6-deoxy-6-iodo-D-mannitol (4) was prepared by displacing the p-tolylsulfonyl group by reaction with sodium iodide. 1,5-Diazabicyclo(5.4.0)undec-5-ene eliminated hydrogene iodide from 4, to yield 1,5-anhydro-2,3,4-tri-O-benzoyl-6-deoxy-D-lyxo-hex-5-enitol (5).Addition of bromine in methanolic solution in 5 in the presence of potassium carbonate resulted in a separable mixture of methyl 1-bromo-1-deoxy-α-D-fructopyranoside (6) and methyl 1-bromo-1-deoxy-β-D-fructopyranoside (8).Dilute alkali converted 6 into methyl 1,3-anhydro-α-D-fructopyranoside, identify as its 4,5-diacetate.Dilute alkali converted 8 into methyl 1,4-anhydro-β-D-fructopyranoside.