76234-86-1

Basic information

• Product Name: 2,3-O-isopropylidene-5-O-methylsulphonyl-1,6-bis-O-(p-tolylsulphonyl)-β-D-fructofuranose
• CAS NO: 76234-86-1
• Molecular Weight: 606.693
• Mol File: 76234-86-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,3-O-isopropylidene-5-O-methylsulphonyl-1,6-bis-O-(p-tolylsulphonyl)-β-D-fructofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-O-isopropylidene-5-O-methylsulphonyl-1,6-bis-O-(p-tolylsulphonyl)-β-D-fructofuranose(76234-86-1)
• EPA Substance Registry System: 2,3-O-isopropylidene-5-O-methylsulphonyl-1,6-bis-O-(p-tolylsulphonyl)-β-D-fructofuranose(76234-86-1)

Safety Data

• Hazardous Substances Data: 76234-86-1(Hazardous Substances Data)

Upstream product

• 32087-60-8 2,3-O-isopropylidene-1,6-bis-O-(p-tolylsulphonyl)-β-D-fructofuranose 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 79184-47-7 methyl 3,4-anhydro-1,6-bis-O-(p-tolylsulphonyl)-β-D-tagatofuranoside 
• 79184-52-4 methyl 3,4-anhydro-1,6-bis-O-(p-tolylsulphonyl)-α-D-tagatofuranoside 

Relevant articles and documents

Epoxidations with Triphenylphosphine and Diethyl Azodicarboxylate. Part 1. Synthesis of Methyl 3,4-Anhydro-D-tagatofuranosides

Treatment of methyl β-D-fructofuranoside (6) with triphenylphosphine and diethyl azodicarboxylate in dimethylformamide gives a high yield of methyl 3,4-anhydro-β-D-tagatofuranoside (5); no blocking of the hydroxy-groups at C-1 and C-6 is necessary.The structure of the product was confirmed by an X-ray structural study of its 1,6-bis-O-(p-tolylsulphonyl) derivative and by an unambiguous synthesis.A similar reaction of methyl α-D-fructofuranoside yielded the 3,4-anhydro-α-D-tagatofuranoside.The reaction mechanism is discussed.