80245-06-3

Basic information

• Product Name: methyl 4,6-di-O-benzoyl-α-D-glucopyranoside
• Synonyms: methyl 4,6-di-O-benzoyl-α-D-glucopyranoside
• CAS NO: 80245-06-3
• Molecular Weight: 402.401
• Mol File: 80245-06-3.mol

Chemical Properties

• CAS DataBase Reference: methyl 4,6-di-O-benzoyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4,6-di-O-benzoyl-α-D-glucopyranoside(80245-06-3)
• EPA Substance Registry System: methyl 4,6-di-O-benzoyl-α-D-glucopyranoside(80245-06-3)

Safety Data

• Hazardous Substances Data: 80245-06-3(Hazardous Substances Data)

Upstream product

• 93636-45-4 methyl 2,3-di-O-Bn-4,6-di-O-Bz-α-D-glucoside 
• 98-88-4 benzoyl chloride 
• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 
• 93-97-0 benzoic acid anhydride 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 81712-56-3 methyl 2,3-di-O-diphenylmetyl-α-D-glucopyranoside 
• 81712-64-3 methyl 4,6-di-O-benzoyl-2,3-di-O-diphenylmethyl-α-D-glucopyranoside 
• 32849-03-9 methyl 2,3,4,6-tetra-O-benzoyl-α-D-glycopyranoside 
• 81712-57-4 methyl 4,6-O-benzylidene-2,3-di-O-diphenylmethyl-α-D-glucopyranoside 

Relevant articles and documents

Diboron-Catalyzed Regio- And 1,2- cis-α-Stereoselective Glycosylation of trans-1,2-Diols

Regio- and 1,2-cis-α-stereoselective glycosylations were investigated using 1,2-anhydroglucose donors and trans-1,2-diol sugar acceptors in the presence of a diboron catalyst. The reactions proceeded smoothly to provide the corresponding 1,2-cis-α-glycosi

A green and convenient method for regioselective mono and multiple benzoylation of diols and polyols

An efficient method for regioselective benzoylation of diols and polyols was developed. The benzoylation is catalyzed by only 0.2 equiv of benzoate anion in acetonitrile with the addition of a stoichiometric amount of benzoic anhydride under very mild condition, leading to high yields. Compared with all other methods, this method shows particular advantage in regioselective multiple benzoylation of polyols, and in avoiding the use of any metal-based catalysts and any amine bases, which is more environment-friendly.

DIPHENYLMETHYLATION OF CARBOHYDRATE HYDROXYL GROUPS BY THE REACTION WITH DIAZO(DIPHENYL)METHANE

Diphenylmetylation of carbohydrate hydroxyl groups may be effected by the thermal reaction with diazo(diphenyl)methane in absence of catalysts.Migration of the labile ester groups of methyl 2,3,4-tri-O-acetyl-α-D-glucopyranoside and 3-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose does not occur during diphenylmethylation by this procedure.The diphenylmethyl group may be readily removed by catalytic hydrogenolysis, and is sufficiently acid-stable to enable the selective hydrolysis of acetal groups.Its use as an O-4 protecting-group and as a non-participating O-2 protecting-group in α-glucoside synthesis has been demonstrated in syntheses of methyl 2,3,6-tri-O-methyl-α-D-glucopyranoside and kojibiose octa-acetate, respectively.

REGIOSELECTIVE O-DEACYLATION OF FULLY ACYLATED GLYCOSIDES AND 1,2-O-ISOPORPYLIDENEALDOFURANOSE DERIVATIVES WITH HYDRAZINE HYDRATE

On hydrazinolyis in 1:4 acetic acid-pyridine, and in pyridine, partisl O-deacylation of fully acylated methyl glycosides and some other glycosyl compounds ( 23 compounds ) was found to be induced, to give, in good yields, products bearing one free hydroxy