102039-75-8

Basic information

• Product Name: 3-deoxysucrose
• Synonyms: 3-deoxysucrose
• CAS NO: 102039-75-8
• Molecular Formula: C12H22O10
• Molecular Weight: 326.29708
• Mol File: 102039-75-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 688°Cat760mmHg
• Flash Point: 369.9°C
• Appearance: /
• Density: 1.67g/cm³
• Vapor Pressure: 6.62E-22mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: 3-deoxysucrose(CAS DataBase Reference)
• NIST Chemistry Reference: 3-deoxysucrose(102039-75-8)
• EPA Substance Registry System: 3-deoxysucrose(102039-75-8)

Safety Data

• Hazardous Substances Data: 102039-75-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H22O10/c13-2-7-5(16)1-6(17)11(20-7)22-12(4-15)10(19)9(18)8(3-14)21-12/h5-11,13-19H,1-4H2/t5-,6+,7+,8+,9+,10-,11+,12+/m0/s1

Upstream product

• 57-50-1 Sucrose 
• 67909-39-1 2,1′:4,6-di-O-isopropylidene sucrose 
• 102059-97-2 3',4',6'-tri-O-tert-butyldimethylsilyl-1',2:4,6-O-isopropylidene-3-O-(methylthio)thiocarbonylsucrose 
• 60825-19-6 4,6-O-isopropylidene sucrose hexabenzoate 
• 102039-71-4 3’,4’,6’-tris-O-tert-butyldimethylsilyl-1’,2:4,6-di-O-isopropylidene sucrose 
• 57471-93-9 3,3′,4′,6′-tetra-O-acetyl-2,1′:4,6-di-O-isopropylidene sucrose 
• 67909-38-0 3-O-acetyl-2,1′:4,6-di-O-isopropylidene sucrose 
• 102039-73-6 3’,4’,6’-tris-O-tert-butyldimethylsilyl-3-deoxy-1’,2:4,6-di-O-isopropylidene sucrose 
• 470-23-5 D-fructose 
• 36204-29-2 3-deoxy-D-ribo-hexopyranose 
• 124477-19-6 3’,4’,6’-tris-O-tert-butyldimethylsilyl-1’,2:4,6-di-O-isopropylidene-3-O-imidazolylthiocarbonylsucrose 
• 124477-18-5 3-O-acetyl-3’,4’,6’-tris-O-tert-butyldimethylsilyl-1’,2:4,6-di-O-isopropylidene sucrose 

Relevant articles and documents

Synthesis of 3-deoxy- and 3-deoxy-3-fluorosucrose, and alpha-D-allopyranosyl beta-D-fructofuranoside.

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Aqueous Glycosylation of Unprotected Sucrose Employing Glycosyl Fluorides in the Presence of Calcium Ion and Trimethylamine

We report a synthetic glycosylation reaction between sucrosyl acceptors and glycosyl fluoride donors to yield the derived trisaccharides. This reaction proceeds at room temperature in an aqueous solvent mixture. Calcium salts and a tertiary amine base promote the reaction with high site-selectivity for either the 3′-position or 1′-position of the fructofuranoside unit. Because nonenzymatic aqueous oligosaccharide syntheses are underdeveloped, mechanistic studies were carried out in order to identify the origin of the selectivity, which we hypothesized was related to the structure of the hydroxyl group array in sucrose. The solution conformation of various monodeoxysucrose analogs revealed the co-operative nature of the hydroxyl groups in mediating both this aqueous glycosyl bond-forming reaction and the site-selectivity at the same time.