92420-85-4

Basic information

• Product Name: 4-(methyl)phenyl-beta-D-glucopyranosiduronic acid methyl ester tetraacetate
• Synonyms: 4-(methyl)phenyl-beta-D-glucopyranosiduronic acid methyl ester tetraacetate
• CAS NO: 92420-85-4
• Molecular Weight: 424.405
• Mol File: 92420-85-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-(methyl)phenyl-beta-D-glucopyranosiduronic acid methyl ester tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(methyl)phenyl-beta-D-glucopyranosiduronic acid methyl ester tetraacetate(92420-85-4)
• EPA Substance Registry System: 4-(methyl)phenyl-beta-D-glucopyranosiduronic acid methyl ester tetraacetate(92420-85-4)

Safety Data

• Hazardous Substances Data: 92420-85-4(Hazardous Substances Data)

Upstream product

• 106-44-5 p-cresol 
• 7355-18-2 (2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 72692-06-9 methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate 
• 21085-72-3 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester 
• 3082-95-9 methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate 
• 92420-89-8 methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate 

Downstream Products

• 148579-55-9 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(4-bromomethyl-phenoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 17680-99-8 4-Methylphenol glucuronide 
• 148579-58-2 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[4-(2,5-dioxo-pyrrolidin-1-yloxycarbonyloxymethyl)-phenoxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 148579-57-1 (2S,3R,4S,5S,6S)-2-(4-(hydroxymethyl)phenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 55325-14-9 O¹-p-tolyl-β-D-glucopyranuronic acid methyl ester 

Relevant articles and documents

Synthesis and toxicity profile in 293 human embryonic kidney cells of the β D-glucuronide derivatives of ortho-, meta- and para-cresol

The formation of β-glucuronides is a major route by which mammals detoxify and remove breakdown products, such as L-tyrosine, as well as many xenobiotics, from their systems. In humans, dietary L-tyrosine is broken down largely by the action of the anaero

ANTIMICROBIAL COMPOUNDS AND USES THEREOF

The present invention generally relates to a class of antimicrobial compounds, to compositions containing said compounds and to the use of said compounds for medical and non-medical purposes. More specifically, the present invention relates to antimicrobial compounds capable of changing microbiota composition and function by selectively inhibiting distinct microbial species.

A Novel Method for Stereoselective Glucuronidation

A variety of hydroxylic aglycones can be glucuronidated directly with methyl 2,3,4-tri-O-acetylglucopyranuronate (4a), activated with trimethylsilyl trifluoromethanesulfonate (Me3Si-OTf).This reaction provides mostly β, and sometimes α, glucopyranosiduronic acid derivatives (referred to as glucuronides) rapidly and at low temperatures.The epimeric ratio depends on the relative aglycone nucleophilicity vs. its tendency to form a stabilized carbocation by the formal loss of -OH.Glucuronides of various aromatic and aliphatic aglycones as well as those of a number of cyanohydrins were prepared.The characteristic features of the 1H NMR spectra of α and β derivatives which are presented are useful in the assignment of product stereochemistry and determination of epimeric ratios in those reactions where mixtures are obtained.