73464-50-3

Basic information

• Product Name: 2,3,4-TRI-O-ACETYL-BETA-D-GLUCURONIC ACID METHYL ESTER
• Synonyms: 2,3,4-TRI-O-ACETYL-BETA-D-GLUCURONIC ACID METHYL ESTER;2,3,4-Tri-O-acetyl-D-glucuronidemethylester;2,3,4-Tri-O-acetyl-b-D-glucuronic acid Methyl ester;(2R,3R,4S,5S,6S)-2-Hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS NO: 73464-50-3
• Molecular Formula: C₁₃H₁₈O₁₀
• Molecular Weight: 334.27602
• Mol File: 73464-50-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 401.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.37±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 11.23±0.70(Predicted)
• CAS DataBase Reference: 2,3,4-TRI-O-ACETYL-BETA-D-GLUCURONIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-TRI-O-ACETYL-BETA-D-GLUCURONIC ACID METHYL ESTER(73464-50-3)
• EPA Substance Registry System: 2,3,4-TRI-O-ACETYL-BETA-D-GLUCURONIC ACID METHYL ESTER(73464-50-3)

Safety Data

• Hazardous Substances Data: 73464-50-3(Hazardous Substances Data)

Usage

Uses

2,3,4-Tri-O-acetyl-D-glucuronide methyl ester (cas# 73464-50-3) is a compound useful in organic synthesis.

Upstream product

• 7400-08-0 p-Coumaric Acid 
• 92420-89-8 methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate 
• 861966-16-7 4-(5-hydroxypyridin-2-yl)piperazine-1-carboxylic acid benzyl ester 

Downstream Products

• 18472-49-6 (2S,3R,4S,5S,6S)-3,4,5-Triacetoxy-6-(4-nitro-phenoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 18472-49-6 (2S,3R,4S,5S,6R)-3,4,5-Triacetoxy-6-(4-nitro-phenoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 92420-79-6 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-benzhydryloxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 129878-43-9 methyl (3,4-di-O-acetyl-1,2-(4-bromophenoxy)ethylidene-β-D-glucopyranosid)uronate 
• 129878-42-8 methyl (p-bromophenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate 
• 129878-42-8 methyl (p-bromophenyl 2,3,4-tri-O-acetyl-α-D-glucopyranosid)uronate 
• 168072-90-0 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(2-allyloxycarbonylmethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 197895-54-8 methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetoxy)-6-[(trichloroethanimidoyl)oxy]oxane-2-carboxylate 
• 184579-76-8 N-(4-methyl-3-chlorophenyl) O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 247075-26-9 N-(4-methyl-2-chlorophenyl) O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 247075-35-0 N-(4-methyl-2-bromophenyl) O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 186653-63-4 N-[2-(t-butyldimethylsilyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 247075-22-5 N-[4-(1-t-butyldimethylsilyloxyheptyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 68354-88-1 Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl-isothiuroniumbromid 

Relevant articles and documents

Gram scale synthesis of the glucuronide metabolite of ABT-724

A gram scale synthesis of the glucuronide metabolite of ABT-724 is reported. Glycosidic coupling between a trichloroacetimidate glucuronyl donor and a Cbz-protected hydroxypyridylpiperazine glycosyl acceptor is the key step in the synthesis, since attempts to directly glucuronicrossed d signate the aglycon, aglycon derivatives, and other truncated glycosyl acceptors were unsuccessful. The route was used to produce 2.1 g of metabolite in eight steps from 2-chloro-5-hydroxypyridine in 21% overall yield.

Synthesis of chlorophenol red glucuronic acid

This invention provides β-D-Glucuronidase substrates of the formula: wherein R1, R2, and R7-R12 are independently selected from the group consisting of: hydrogen, fluorine, chlorine, bromine, iodine, alkyl, hydroxyl, alkoxy, carboxyl and nitro groups; R3-R6 are independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, iodine, nitro and amino; and M+ is selected from the group consisting of: proton, lithium, sodium, potassium, magnesium, calcium, barium, and ammonium ion.