78574-35-3

Basic information

• Product Name: b-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, 4-methylbenzenesulfonate
• CAS NO: 78574-35-3
• Molecular Formula: C19H26O8S
• Molecular Weight: 414.477
• Mol File: 78574-35-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: b-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: b-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, 4-methylbenzenesulfonate(78574-35-3)
• EPA Substance Registry System: b-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, 4-methylbenzenesulfonate(78574-35-3)

Safety Data

• Hazardous Substances Data: 78574-35-3(Hazardous Substances Data)

Upstream product

• 57-48-7 D-Fructose 
• 20880-92-6 2,3;4,5-di-O-isopropylidene-β-D-fructopyranose 
• 104-15-4 toluene-4-sulfonic acid 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 85973-55-3 O¹-(toluene-4-sulfonyl)-D-fructose 
• 943241-16-5 2,3-O-isopropylidene-1-O-p-tolylsulfonyl-β-D-fructopyranose 
• 75414-43-6 1,5-D-anhydrofructose 
• 103536-55-6 methyl-[O¹-(toluene-4-sulfonyl)-α-D-fructofuranoside] 

Relevant articles and documents

Sterically Strained Br?nsted Pair Catalysis by Bulky Pyridinium Salts: Direct Stereoselective Synthesis of 2-Deoxy and 2,6-Dideoxy-β-thioglycosides from Glycals

A sterically strained ionic Br?nsted pair complex obtained from a sterically bulky base 2,4,6-tri-tert-butylpyridine and hydrochloric acid imbues unusual reactivity to the anionic chloride. The complete shielding of the cationic [N-H]+ by the bulky ortho-

A mild acetolysis procedure for the regioselective removal of isopropylidene in di-O-isopropylidene-protected pyranoside systems

A mild acetolysis method for the regioselective removal of isopropylidene group from di-O-isopropylidene-protected hexopyranosides is reported. O-Isopropylidene-protected intermediates play an important role in carbohydrate chemistry, as they are often found in commercially available furanosyl and pyranosyl materials, and some of them contain more than one O-isopropylidene groups. Methods that permit regioselective removal of O-isopropylidene groups are extremely valuable, as the number of steps in the total synthesis of complex oligosaccharides could be significantly decreased. Here we report that trifluoroacetic acid (TFA)/acetic anhydride (Ac2O) can be used to regioselectively convert one of the two O-isopropylidene groups to vicinal di-O-acetates in the di-O-isopropylidene-protected galacto- and fructo-pyranosyl systems, and the reagent is compatible with some common functionalities such as sulfonate esters, bromide, azide etc.

Carbohydrate biguanides as potential hypoglycemic agents

A series of monosaccharides containing a biguanide functionality was prepared and evaluated for hypoglycemic activity. Among the analogues prepared were those involving D-glucose substituted on the 6- or 1- position (19 and 24), D-galactose substituted on