150607-94-6

Basic information

• Product Name: Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate
• Synonyms: 3,4,5,6-Tetrakis-isobutyryloxy-tetrahydro-pyran-2-carboxylic Acid Methyl Ester;Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate;Methyl 1,2,3,4-Tetra-O-isobutyryl--D-glucopyranuronate
• CAS NO: 150607-94-6
• Molecular Formula: C₂₃H₃₆O₁₁
• Molecular Weight: 489
• Product Categories: Carbohydrates & Derivatives
• Mol File: 150607-94-6.mol

Chemical Properties

• Boiling Point: 499.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.18±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, Ethyl Acetate
• CAS DataBase Reference: Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate(150607-94-6)
• EPA Substance Registry System: Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate(150607-94-6)

Safety Data

• Hazardous Substances Data: 150607-94-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate is used as an intermediate in the synthesis of various organic compounds. Its unique structure and functional groups make it a valuable building block for creating complex molecules with specific properties and applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate may be used as a starting material for the development of new drugs, particularly those targeting specific biological pathways or receptors. Its structural features can be exploited to design molecules with enhanced bioactivity and selectivity.
Used in Chemical Research:
Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate is also used in chemical research to study the properties and reactivity of isobutyryl-protected glucopyranuronate derivatives. This can lead to a better understanding of the underlying chemistry and the development of new synthetic strategies and methodologies.
Used in Material Science:
In material science, Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate could potentially be used to develop new materials with specific properties, such as improved mechanical strength, thermal stability, or biocompatibility. Its unique structure and functional groups can be utilized to create novel polymers or composites with tailored characteristics for various applications.

Upstream product

• 67-56-1 methanol 
• 63-29-6 D-glucurono-6,3-lactone 
• 79-30-1 isobutyryl chloride 
• 533934-74-6 (2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester 
• 1190935-89-7 D-glucurono-6,3-lactone 
• 487-44-5 D-(+)-glucuronic acid γ-lactone 
• 82228-14-6 methyl D-glucopyranuronate 

Downstream Products

• 302965-08-8 C₄₃H₅₃NO₁₃ 
• 70001-26-2 Dihydromorphine 6-β-D-glucuronide 
• 302965-10-2 Methyl (phenyl 2,3,4-tri-O-isobutyryl-1-thio-β-D-glucopyranosid)uronate 
• 934480-58-7 (4S,5R)-bis-isobutyryloxy-(6S)-(2-phenylethyloxy)-tetrahydropyran-(2S)-carboxylic acid methyl ester 

Relevant articles and documents

A convenient new synthesis of quaternary ammonium glucuronides of drug molecules

N-Glucuronides, of various structural types, are frequently encountered as drug metabolites. Efficient chemical synthesis of these compounds, both as analytical standards and for toxicological investigation, is therefore an important goal. Earlier syntheses of N+- glucuronides of aliphatic tertiary amine drugs involved direct reaction of the drug molecule with a bromosugar, but yields were generally low and of poor reproducibility, with many by-products. In addition the final products were often of low stability, hindering effective isolation and purification. We now report that a stable, readily prepared glucuronic acid hemiacetal is a reliable precursor for metabolites of this type and give three pharmaceutically relevant examples. We report further on the stability of the final metabolites and the conditions required for their isolation and purification.

Convenient syntheses of deoxypyranose sugars from glucuronolactone

One of the characteristic reactions of glucuronic acid derivatives is the base-catalysed elimination of a 4-(substituted) hydroxy group to generate a Δ4,5 pyranose. Following hydrogenation, proceeding mainly from the α-face provided the anomeri

Cholinergic enhancers with improved blood-brain barrier permeability for the treatment of diseases accompanied by cognitive impairment

The present invention refers to compounds that, in addition to enhancing the sensitivity to acetylcholine

A simple synthesis of morphine-3,6-di-β-D-glucuronide

A convenient two-step synthesis of morphine-3,6-di-β-D-glucuronide in fair yield from morphine and methyl 2,3,4-tri-O-isobutyryl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate is reported. (C) 2000 Elsevier Science Ltd.

Synthesis of a Morphine-6-Glucuronide Hapten, N-(4-Aminobutyl)normorphine-6-Glucuronide, and Related Haptens

For use as a hapten in the radioimmunoassay of morphine-6-glucuronide (2) (M6G), N-(4-aminobutyl)normorphine-6-glucuronide 12 has been prepared, together with related haptens, using the imidate coupling method developed for synthesis of M6G; a rebuttal of recent critical comments on our synthesis of M6G is included.