4098-06-0

Basic information

• Product Name: 3,4,6-Tri-O-acetyl-D-galactal
• Synonyms: (-)-TRI-O-ACETYL-D-GALACTAL;TRI-O-ACETYL-D-GALACTAL;D-GALACTAL TRIACETATE;3,4,6-TRI-O-ACETYL-D-GALACTAL;3,4,6-TRI-O-ACETYL-1,5-ANHYDRO-2-DEOXY-D-LYXO-HEX-1-ENITOL;3,4,6-TRI-O-ACETYL-1,5-ANHYDRO-D-LYXO-HEX-1-ENITOL;1,2-DIDEOXY-3,4,6-TRI-O-ACETYL-D-LYXO-1-HEXENOPYRANOSE;1,5-ANHYDRO-2-DEOXY-D-LYXO-HEX-1-ENITOL 3,4,6-TRI-O-ACETYL ETHER
• CAS NO: 4098-06-0
• Molecular Formula: C₁₂H₁₆O₇
• Molecular Weight: 272.25
• EINECS: 223-859-5
• Product Categories: Sugars, Carbohydrates & Glucosides;13C & 2H Sugars;Biochemistry;Galactose;Glycals;O-Substituted Sugars;Sugars;Carbohydrates & Derivatives
• Mol File: 4098-06-0.mol
• Article Data: 88

Chemical Properties

• Melting Point: 34-38 °C(lit.)
• Boiling Point: 343.1 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: Pale Yellow/Oil or Solid
• Density: 1.24 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4645-1.4665
• Storage Temp.: Refrigerator (+4°C)
• Solubility: Soluble in chloroform at 10mg/ml
• Water Solubility: Insoluble
• CAS DataBase Reference: 3,4,6-Tri-O-acetyl-D-galactal(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,6-Tri-O-acetyl-D-galactal(4098-06-0)
• EPA Substance Registry System: 3,4,6-Tri-O-acetyl-D-galactal(4098-06-0)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 4098-06-0(Hazardous Substances Data)

Usage

Description

3,4,6-Tri-O-acetyl-D-galactal is a pale yellow oil that serves as an essential building block for the synthesis of oligosaccharides, which are complex carbohydrates consisting of a chain of monosaccharide units. Its chemical structure allows it to be used in both solution and solid-phase synthesis methods, making it a versatile compound in the field of carbohydrate chemistry.

Uses

Used in Pharmaceutical Industry:
3,4,6-Tri-O-acetyl-D-galactal is used as a key intermediate for the synthesis of various pharmaceutical compounds, particularly those involving oligosaccharides. Its role in the creation of these complex carbohydrates is crucial for the development of new drugs and therapies.
Used in Chemical Research:
In the field of chemical research, 3,4,6-Tri-O-acetyl-D-galactal is used as a starting material for the synthesis of a wide range of complex organic compounds. Its unique structure allows researchers to explore new reactions and develop novel chemical pathways.
Used in Material Science:
3,4,6-Tri-O-acetyl-D-galactal is also utilized in material science for the development of new materials with specific properties. Its ability to form oligosaccharides can be harnessed to create materials with unique characteristics, such as improved biocompatibility or enhanced mechanical properties.
Used in Food Industry:
In the food industry, 3,4,6-Tri-O-acetyl-D-galactal can be used as a component in the development of new food additives or ingredients. Its role in the synthesis of oligosaccharides can lead to the creation of novel compounds with specific flavors, textures, or nutritional benefits.
Overall, 3,4,6-Tri-O-acetyl-D-galactal is a versatile compound with a wide range of applications across various industries, including pharmaceuticals, chemical research, material science, and the food industry. Its importance as a building block for the synthesis of oligosaccharides makes it a valuable asset in the development of new products and technologies.

InChI:InChI=1/C12H16O7/c1-7(13)17-6-11-12(19-9(3)15)10(4-5-16-11)18-8(2)14/h4-5,10-12H,6H2,1-3H3/t10-,11-,12-/m1/s1

Upstream product

• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 59-23-4 D-Galactose 
• 116050-49-8 2-pyridyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-D-lyxo-hexopyranoside 
• 108-24-7 acetic anhydride 
• 21193-75-9 D-galactal 
• 75-36-5 acetyl chloride 
• 14227-87-3 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl chloride 
• 107-13-1 acrylonitrile 
• 14227-54-4 2,3,4,6-tetra-O-acetyl-α-D-talopyranosyl bromide 
• 25878-60-8 D-galactose pentaacetate 
• 83-87-4 penta-O-acetyl-α-D-galactopyranose 
• 197158-78-4 1,2,3,4,6-penta-O-acetyl-D-galactopyranose 
• 4163-60-4 β-D-galactose peracetate 

Downstream Products

• 3427-20-1 Acetic acid (2R,3R,6R)-2-acetoxymethyl-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester 
• 3427-20-1 Acetic acid (2R,3R,6S)-2-acetoxymethyl-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester 
• 3427-20-1 Acetic acid (2S,3R,6S)-2-acetoxymethyl-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester 
• 3427-20-1 Acetic acid (2S,3R,6R)-2-acetoxymethyl-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester 
• 71442-92-7 1-<(2-hydroxy)ethyl>-1-vinylcyclohexane 
• 4441-58-1 4-Cyclohexylidenebutan-1-ol 
• 78465-53-9 (1S)-1,5-anhydro-2-deoxy-1-(2,4-dimethoxyphenyl)-3,4,6-tris-O-acetyl-D-erythro-hex-2-enitol 
• 78465-55-1 (2R,3S,6S)-2-(acetoxymethyl)-6-(2,4-dimethoxyphenyl)-3,6-dihydro-2H-pyran-3,4-diyl diacetate 
• 6605-29-4 methyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 
• 55726-56-2 Acetic acid (2S,3S,6S)-6-acetoxymethyl-2-methoxy-3,6-dihydro-2H-pyran-3-yl ester 
• 6087-43-0 methyl 3,4,6-tri-O-acetyl-2-deoxy-β-D-lyxo-hexopyranoside 
• 6087-42-9 methyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-galactoside 
• 86480-28-6 4'-fluoro-2'-(3,4,6-tri-O-acetyl-2-desoxy-α-D-threo-hex-2-enopyranosyl)anisole 
• 86388-93-4 4'-fluoro-3'-(3,4,6-tri-O-acetyl-2-desoxy-α-D-threo-hex-2-enopyranosyl)anisole 

Relevant articles and documents

TARGETED PLASMA PROTEIN DEGRADATION

The present invention is directed to the bifunctional compounds and the use of such bifunctional compounds to lower plasma levels of extracellular target molecules by lysosomal degradation. Such bifunctional compounds have a cell surface receptor ligand covalently linked to a ligand that is capable of binding to an extracellular target molecule (such as a ligand for a growth factor, a cytokine, a chemokine, a hormone, a neurotransmitter, a capsid, a soluble receptor, an extracellular secreted protein, an antibody, a lipoprotein, an exosome, a virus, a cell, or a plasma membrane protein), where the cell surface receptor is associated with receptor mediated endocytosis, including asialoglycoprotein receptor (ASGPR) mediated lysosomal degradation and mannose-6-phosphate (M6PR) mediated lysosomal degradation. Pharmaceutical compositions comprising such bifunctional compounds and methods of treating a disease or disorder mediated by an extracellular molecule using such bifunctional compounds are also provided herein.

TARGETED BIFUNCTIONAL DEGRADERS

The present invention provides, in one aspect, bifunctional compounds that can be used to promote or enhance degradation of certain circulating proteins. In another aspect, the present invention provides bifunctional compounds that can be used to promote or enhance degradation of certain autoantibodies. In certain embodiments, treatment or management of a disease and/or disorder requires degradation, removal, or reduction in concentration of the circulating protein or the autoantibody in the subject. Thus, in certain embodiments, administration of a compound of the invention to the subject removes or reduces the circulation concentration of the circulating protein or the autoantibody, thus treating, ameliorating, or preventing the disease and/or disorder. In certain embodiments, the circulating protein is TNF.

Diastereoselective Synthesis of Thioglycosides via Pd-Catalyzed Allylic Rearrangement

Stereoselective glycosylation is challenging in carbohydrate chemistry. Herein, stereoselective thioglycosylation of glycals via palladium-catalyzed allylic rearrangement yields various substituents on α-isomer thioglycosides. Two comprehensive series of aryl and benzyl thioglycosides were obtained via a combination of thiosulfates with glycals derived from glucose, arabinose, galactose, and rhamnose. Furthermore, diosgenyl α-l-rhamnoside and isoquercitrin achieved selectivity via stereospecific [2,3]-sigma rearrangements of α-sulfoxide-rhamnoside and α-sulfoxide-glucoside, respectively.