92420-85-4

Upstream product

• 106-44-5 p-cresol 
• 21085-72-3 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester 
• 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 
• 92420-89-8 methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate 
• 3082-95-9 methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate 

Downstream Products

• 55325-14-9 O¹-p-tolyl-β-D-glucopyranuronic acid methyl ester 
• 148579-55-9 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(4-bromomethyl-phenoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 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 
• 17680-99-8 4-Methylphenol glucuronide 

Relevant academic research and scientific papers

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

Extended scaffold glucuronides: En route to the universal synthesis of O -aryl glucuronide prodrugs

We demonstrate that an extended scaffold based on a self-immolative linker (SIL) enables the universal production of O-aryl glucuronide prodrugs: high yield glucuronidation is performed on a precursor substrate (SIL) and the subsequent drug conjugation proceeds via less challenging chemical reactions.

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 synthesis of β-phenylglucuronides using the Mitsunobu reaction; an application of phenolic chromium tricarbonyl complexes

Methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate reacts with phenols under Mitsunobu conditions to give β-phenylglucuronides.Improved yields are obtained with p-methyl and p-methoxyphenol by prior complexation to the chromium tricarbonyl residue, which serve

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.