847237-56-3

Basic information

• Product Name: phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside
• Synonyms: phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside
• CAS NO: 847237-56-3
• Molecular Weight: 524.613
• Mol File: 847237-56-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside(847237-56-3)
• EPA Substance Registry System: phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside(847237-56-3)

Safety Data

• Hazardous Substances Data: 847237-56-3(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 22887-10-1 phenyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 1464-44-4 phenyl-β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 100-44-7 benzyl chloride 

Downstream Products

• 1179891-86-1 2,3,6-tri-O-benzyl-1-deoxy-β-D-glucopyranoside 
• 492448-78-9 phenyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside 

Relevant articles and documents

Chiral recognition of amino-acid esters by a glucose-derived macrocyclic receptor

We report a glucose-based crown ether capable of chiral recognition of a wide range of amino-acid methyl esters in aqueous environments. The enantioselectivities towards amino-acids with extended hydrophobic side chains displayed by the glucose-derived ma

The First Total Syntheses of Enantiomerically Pure Naturally Occuring Ellagitannins Gemin D and its Regioisomer Hippomanin A

The total syntheses of naturally occuring ellagitannins gemin D (1) and its regioisomer hippomanin A (2) are reported. In addition, the phase-transfer catalyzed benzylation reaction of the 2,3-glucopyranoside diols 3-7 is described. Our studies have illustrated the influence of the structure of 2,3-glucopyranoside diols on the regioselectivity of the phase-transfer catalyzed benzylation at their free 2,3-OH groups. We could show, that both phase-transfer catalyzed benzylations of 2,3-glucopyranoside diols using tetrabutylammonium hydrogensulfate (Bu4NHSO4) or using tetrabutylammonium iodide (Bu4NI) disfavour the formation of the corresponding 3-O-monobenzylated products and preferentially give the 2-O-monobenzylated products. However, the ratio of the generated 2- versus 3-O-mono- and 2,3-dibenzylated products from these reactions also strongly depends upon the nature of the starting materials. The glucopyranosides 3 and 4 are the first examples, which allow the completely regioselective monobenzylation at the 2-OH positions by a phase-transfer catalyzed reaction.