93221-23-9

Basic information

• Product Name: methyl 3-O-allyl-4,6-O-benzylidene-β-D-glucopyranoside
• CAS NO: 93221-23-9
• Molecular Weight: 322.358
• Mol File: 93221-23-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 3-O-allyl-4,6-O-benzylidene-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-O-allyl-4,6-O-benzylidene-β-D-glucopyranoside(93221-23-9)
• EPA Substance Registry System: methyl 3-O-allyl-4,6-O-benzylidene-β-D-glucopyranoside(93221-23-9)

Safety Data

• Hazardous Substances Data: 93221-23-9(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 93173-32-1 2,4,6-tri-O-acetyl-3-O-allyl-α-D-glucopyranosyl bromide 
• 151937-61-0 methyl 2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranoside 
• 556-56-9 allyl iodid 
• 3162-96-7 (4aS,6R,7S,8R,8aR)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 

Relevant articles and documents

Synthesis, Photochemistry and Enzymology of 2-O-(2-Nitrobenzyl)-D-glucose, a Photolabile Derivative of D-Glucose

Alkylation of the dibutylstannylene derivative of methyl 4,6-O-benzylidene-α-D-glucopyranose 2a with 2-nitrobenzyl bromide gave a mixture of 2-O- and 3-O-(2-nitrobenzyl) derivatives 3b and 4 b in the ratio ca.3:1.Chromatographic separation and removal of the protecting groups gave the title compound 1.Regiospecific synthesis by 2-nitrobenzylation of the monoalcohol 8a was examined but could not be achieved efficiently.Compound 1 was neither a substrate for nor an inhibitor of coupled hexokinase/glucose-6-phosphate dehydrogenase enzyme system.On photolysis, it was converted into free glucose with 1:1 stoichiometry.

Regioselective alkylation, benzoylation, and p-toluenesulfonylation of methyl 4,6-O-benzylidene-β-D-glucopyranoside

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