71454-33-6

Basic information

• Product Name: methyl 6-O-benzoyl-β-D-galactopyranoside
• Synonyms: methyl 6-O-benzoyl-β-D-galactopyranoside
• CAS NO: 71454-33-6
• Molecular Weight: 298.293
• Mol File: 71454-33-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: methyl 6-O-benzoyl-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 6-O-benzoyl-β-D-galactopyranoside(71454-33-6)
• EPA Substance Registry System: methyl 6-O-benzoyl-β-D-galactopyranoside(71454-33-6)

Safety Data

• Hazardous Substances Data: 71454-33-6(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 10364-94-0 1-benzoylimidazole 
• 65-85-0 benzoic acid 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 3396-99-4 methyl α-D-galactopyranoside 
• 709-50-2 methyl beta-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 1523-15-5 2,4-dinitrophenyl benzoate 

Relevant articles and documents

Lead-Catalyzed Aqueous Benzoylation of Carbohydrates with an Acyl Phosphate Ester

Biochemical systems utilize adenylates of amino acids to aminoacylate the 3′-terminal diols of tRNAs. The reactive acyl group of the biological acylation agent is a subset of the general class of acyl phosphate monoesters. Those compounds are relatively stable in aqueous solutions, and their alkyl esters are conveniently prepared. It has previously been shown that biomimetic reactions of acyl phosphate monoesters with diols and carbohydrates are promoted by lanthanide salts. However, they also promote hydrolysis of acyl phosphate reagents, and the overall yields are modest. An assessment of the catalytic potential of alternative Lewis acids reveals that lead ions may be more effective as catalysts than lanthanides. Treatment of carbohydrates with benzoyl methyl phosphate (BMP) and triethylamine in water with added lead nitrate produces monobenzoyl esters in up to 75% yield. This provides a water-compatible pathway for novel patterns of benzoylation of polyhydroxylic compounds.

Magnesium ion enhances lanthanum-promoted monobenzoylation of a monosaccharide in water

Magnesium ion combines selectively with the methyl phosphate by-product in the lanthanum-promoted biomimetic reaction of benzoyl methyl phosphate with monosaccharides.

Lanthanum-catalyzed aqueous acylation of monosaccharides by benzoyl methyl phosphate

It was previously reported that diols dissolved in water (pH 8, EPPS buffer) react with benzoyl methyl phosphate (BMP) in the presence of lanthanide ions to form monobenzoyl esters. We have investigated the possibility of extending this process to include