62133-77-1

Basic information

• Product Name: 1,2,3,4-TETRA-O-ACETYL-?-D-GLUCURONIC ACID
• Synonyms: 1,2,3,4-TETRA-O-ACETYL-?-D-GLUCURONIC ACID;1,2,3,4-Tetra-O-acetyl-beta-D-glucuronicacid;1,2,3,4-Tetra-O-acetyl-b-D-glucuronic Acid;1,2,3,4-Tetra-O-acetyl-b-D-glucuronide;1,2,3,4-TETRA-O-ACETYL-SS-D-GLUCURONIC ACID;β-D-Glucopyranuronic Acid Tetraacetate
• CAS NO: 62133-77-1
• Molecular Formula: C₁₄H₁₈O₁₁
• Molecular Weight: 362.28612
• Product Categories: Carbohydrates & Derivatives
• Mol File: 62133-77-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 152-154°C
• Boiling Point: 458.334°C at 760 mmHg
• Flash Point: 162.6°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 2.38±0.70(Predicted)
• CAS DataBase Reference: 1,2,3,4-TETRA-O-ACETYL-?-D-GLUCURONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRA-O-ACETYL-?-D-GLUCURONIC ACID(62133-77-1)
• EPA Substance Registry System: 1,2,3,4-TETRA-O-ACETYL-?-D-GLUCURONIC ACID(62133-77-1)

Safety Data

• Hazardous Substances Data: 62133-77-1(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

1,2,3,4-Tetra-O-acetyl-β-D-glucuronic Acid (cas# 62133-77-1) is a compound useful in organic synthesis.

InChI:InChI=1/C14H18O11/c1-5(15)21-9-10(22-6(2)16)12(23-7(3)17)14(24-8(4)18)25-11(9)13(19)20/h9-12,14H,1-4H3,(H,19,20)/t9-,10?,11?,12?,14+/m0/s1

Upstream product

• 108-24-7 acetic anhydride 
• 14984-34-0 sodium D-glucuronate 
• 104-15-4 toluene-4-sulfonic acid 
• 6556-12-3 D-glucuronic acid 
• 489-91-8 D-glucuronic acid 
• 474426-72-7 acetic 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronic anhydride 
• 24016-65-7 D-glucuronic acid sodium salt 
• 18281-92-0 β-D-glucurono-6,3-lactone 

Downstream Products

• 74774-21-3 ethyl 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronate 
• 474427-03-7 2,3,4-tri-O-acetyl-1-O-phenyl-α-D-glucopyranuronic acid 
• 1345853-98-6 N-(2-chloro-4-nitrophenyl)-1,2,3-tri-O-acetyl-Δ4,5-β-D-glucopyranuronamide 
• 1345854-00-3 N-(2-chloro-4-nitrophenyl)-1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronamide 
• 4310-12-7 1,2,3,4-tetra-O-acetyl-N-benzyl-β-D-glucopyranuronamide 
• 1345853-88-4 N-benzyl-1,2,3-tri-O-acetyl-Δ4,5-β-D-glucopyranuronamide 
• 1345853-94-2 N-(4-bromophenyl)-1,2,3-tri-O-acetyl-Δ4,5-β-D-glucopyranuronamide 
• 1345853-96-4 N-(4-bromophenyl)-1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronamide 
• 10344-94-2 p-nitrophenyl-β-D-glucuronide 
• 34351-67-2 p-methoxybenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester 
• 18472-49-6 methyl <4'-nitrophenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid>uronate 
• 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 
• 374105-90-5 phenacyl (5-fluoro-2,3,4-tri-O-acetyl-β-D-glucopyranosyl fluoride)uronate 

Relevant articles and documents

ACYLATED ACTIVE AGENTS AND METHODS OF THEIR USE FOR THE TREATMENT OF AUTOIMMUNE DISORDERS

Disclosed herein are acylated active agents (e.g., acylated catechin polyphenols, acylated carotenoids, acylated mesalamines, acylated sugars, acylated shikimic acids, acylated ellagic acid, acylated ellagic acid analogue, and acylated hydroxybenzoic acids), active agent combinations (e.g., with a second agent that is a fatty acid) and methods of their use, e.g., for modulating an autoimmunity marker or for treating an autoimmune disorder.

First conjugates of the diterpenoid isosteviol and glucuronic acid

Conjugates of the diterpenoid isosteviol (16-oxo-ent-beyeran-19-oic acid) and glucuronic acid containing two diterpenoid (ent-beyerane) skeletons joined by a 1,6-hexanedicarboxylate spacer and β-D-glucopyranuronoyl moieties were synthesized for the first time.

Synthesis and surface-active properties of uronic amide derivatives, surfactants from renewable organic raw materials

Short chemical syntheses were developed to produce a new set of surfactants from uronic acids derived from widely available raw materials. Three different strategies were used to synthesize uronic amide derivatives, the structures of which were totally characterized by spectrometric methods (IR, MS, 1H-RMN and 13C-RMN). The best one, using an acid chloride as the synthetic intermediate, furnished the expected amides as a mixture of anomers in 46-58% global yield. Surface-active properties (CMC, γcmc, Γmax, A min) of homologous series of uronic acid N-alkylamides from C8 to C18 were also assessed. In general, these sugar-based surfactants exhibited good surface-activities, and appeared as valuable nonionic surfactants compared to octylphenol 9-10 ethylene oxide condensate, the most well-known nonionic surfactant. Increasing the alkyl chain length influenced the CMC values for both glucuronic and galacturonic N-alkylamide derivatives. The galacturonic N-alkylamides decreased γcmc at slower values than their counterpart's glucuronic N-alkylamides.