139563-66-9

Basic information

• Product Name: 1,2,4,6-TETRA-O-ACETYL-3-O-BENZYL-D-GLUCOPYRANOSE
• Synonyms: 1,2,4,6-TETRA-O-ACETYL-3-O-BENZYL-D-GLUCOPYRANOSE
• CAS NO: 139563-66-9
• Molecular Formula: C₂₁H₂₆O₁₀
• Molecular Weight: 438.42514
• Mol File: 139563-66-9.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2,4,6-TETRA-O-ACETYL-3-O-BENZYL-D-GLUCOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4,6-TETRA-O-ACETYL-3-O-BENZYL-D-GLUCOPYRANOSE(139563-66-9)
• EPA Substance Registry System: 1,2,4,6-TETRA-O-ACETYL-3-O-BENZYL-D-GLUCOPYRANOSE(139563-66-9)

Safety Data

• Hazardous Substances Data: 139563-66-9(Hazardous Substances Data)

Usage

General Description

1,2,4,6-Tetra-O-acetyl-3-O-benzyl-D-glucopyranose is a chemical compound that belongs to the class of carbohydrates. It is a derivative of D-glucopyranose with four acetyl groups and a benzyl group attached to various positions on the glucose molecule. 1,2,4,6-TETRA-O-ACETYL-3-O-BENZYL-D-GLUCOPYRANOSE is commonly used as a building block in the synthesis of other complex organic molecules, and it has applications in the field of medicinal chemistry and drug development. Its unique structure and properties make it valuable for the creation of novel pharmaceutical compounds and as a tool for studying carbohydrate chemistry. Additionally, it is used as a reagent in organic synthesis and chemical research.

Upstream product

• 108-24-7 acetic anhydride 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 
• 10230-17-8 O³-benzyl-D-glucose 
• 591727-19-4 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 100-39-0 benzyl bromide 
• 65877-63-6 3-O-benzyl-D-glucopyranose 
• 127-09-3 sodium acetate 
• 101475-83-6 3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside 
• 100-44-7 benzyl chloride 
• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 492-62-6 alpha-D-glucopyranose 
• 97590-76-6 benzyl-O-β-D-glucopyranoside 

Downstream Products

• 942043-30-3 4-methylphenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-benzyl-1-thio-β-D-glucopyranoside 
• 942044-42-0 (4-methylphenyl) 2-O-benzoyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside 
• 1352561-57-9 4-methylphenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-1-thio-β-D-glucopyranoside 

Relevant articles and documents

Visible-Light-Mediated Oxidative Debenzylation Enables the Use of Benzyl Ethers as Temporary Protecting Groups

The cleavage of benzyl ethers by catalytic hydrogenolysis or Birch reduction suffers from poor functional group compatibility and limits their use as a protecting group. The visible-light-mediated debenzylation disclosed here renders benzyl ethers temporary protective groups, enabling new orthogonal protection strategies. Using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as a stoichiometric or catalytic photooxidant, benzyl ethers can be cleaved in the presence of azides, alkenes, and alkynes. The reaction time can be reduced from hours to minutes in continuous flow.

Preparation method of clostridium bolteae surface capsular polysaccharide structure derivative

The invention discloses a preparation method of a clostridium bolteae surface capsular polysaccharide structure derivative and belongs to the field of sugar chemistry. The preparation method comprisesthe following steps: taking glucose as a glycosyl donor to obtain a target beta-glycosidic bond; then successfully synthesizing a disaccharide building block through an oxidization-reduction glucoseC-2 site method; then synthesizing a target oligosaccharide structure which takes the disaccharide building block as a repeating unit, such as the gram-positive bacterium surface capsular polysaccharide structure derivative [arrow3]-alpha-D-Manp-(1arrow4)-beta-D-Rhap-(1arrow]5-Linker. A reducing end of decaose is connected with a connecting arm and is used for connecting protein to form a glycoconjugate for carrying out immunology researches. The method provided by the invention has the advantages of simplicity, time saving, labor saving and low cost; the obtained clostridium bolteae surface capsular polysaccharide structure derivative is possibly used for developing and preparing medicine related to autism.

Automated glycan assembly of a s. pneumoniae serotype 3 cps antigen

Vaccines against S. pneumoniae, one of the most prevalent bacterial infections causing severe disease, rely on isolated capsular polysaccharide (CPS) that are conjugated to proteins. Such isolates contain a heterogeneous oligosaccharide mixture of differe