132867-76-6

Basic information

• Product Name: 1,2,3-Tri-O-benzoyl-a-L-fucopyranose
• Synonyms: 6-Deoxy-α-L-galactopyranose 1,2,3-Tribenzoate
• CAS NO: 132867-76-6
• Molecular Formula: C₂₇H₂₄O₈
• Molecular Weight: 476.47
• Product Categories: Carbohydrates & Derivatives
• Mol File: 132867-76-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• Stability: Store in Freezer
• CAS DataBase Reference: 1,2,3-Tri-O-benzoyl-a-L-fucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-Tri-O-benzoyl-a-L-fucopyranose(132867-76-6)
• EPA Substance Registry System: 1,2,3-Tri-O-benzoyl-a-L-fucopyranose(132867-76-6)

Safety Data

• Hazardous Substances Data: 132867-76-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1,2,3-Tri-O-benzoyl-α-L-fucopyranose is used as an intermediate in organic synthesis for its ability to participate in a wide range of chemical reactions. The presence of the benzoyl groups allows for selective protection and deprotection of the hydroxyl groups, facilitating the synthesis of more complex carbohydrates and related compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,2,3-Tri-O-benzoyl-α-L-fucopyranose is used as a building block for the development of novel drug candidates. Its unique structure and reactivity enable the creation of new molecules with potential therapeutic applications, particularly in the areas of anti-inflammatory, anti-cancer, and anti-infective drugs.
Used in Material Science:
1,2,3-Tri-O-benzoyl-α-L-fucopyranose can also be employed in material science as a component in the design and synthesis of advanced materials, such as polymers and coatings with specific properties. Its ability to form hydrogen bonds and interact with other molecules can contribute to the development of materials with tailored characteristics for various applications.
Used in Chemical Research:
As a versatile compound, 1,2,3-Tri-O-benzoyl-α-L-fucopyranose is used in chemical research to study the fundamental aspects of organic reactions, such as reaction mechanisms, stereochemistry, and the influence of protecting groups on reaction outcomes. This knowledge can be applied to optimize existing synthetic routes and develop new strategies for the synthesis of complex organic molecules.

Upstream product

• 73-34-7 6-deoxy-L-galactose 
• 98-88-4 benzoyl chloride 

Downstream Products

• 132867-77-7 1,2,3-tri-O-benzoyl-6-deoxy-4-O-trifluormethanesulfonyl-α-L-galactopyranose 
• 132867-72-2 methyl 1,2,3-tri-O-benzoyl-4,6-dideoxy-5(R)-fluoro-β-D-threo-hexopyranose 
• 132867-71-1 methyl 1,2,3-tri-O-benzoyl-4,6-dideoxy-4-fluoro-α-L-glucopyranose 
• 132867-78-8 1,2,3-tri-O-benzoyl-4,6-dideoxy-4-iodo-α-L-glucopyranose 
• 22435-60-5 4-deoxy-L-fucose 
• 132867-81-3 2,3-di-O-benzoyl-4,6-dideoxy-4-iodo-α-L-glucopyranosyl bromide 
• 132867-75-5 1,2,3-tri-O-benzoyl-4,6-dideoxy-α-L-threo-hex-4-enopyranose 
• 132867-80-2 1,2,3-tri-O-benzoyl-4,6-dideoxy-α-L-xylo-hexopyranose 
• 132867-74-4 1,2,3-tri-O-benzoyl-6-deoxy-4-O-formyl-α-L-gluco-pyranose 
• 132867-83-5 dibenzyl (2,3-di-O-benzoyl-4,6-dideoxy-4-iodo-α-L-glucopyranosyl) phophate 
• 132867-82-4 dibenzyl (2,3-di-O-benzoyl-4,6-dideoxy-4-iodo-β-L-glucopyranosyl) phosphate 

Relevant articles and documents

Synthesis of 4-deoxy and 4-deoxy-4-halogeno derivatives of L-fucose as potential enzyme inhibitors

Methyl-2,3-di-O-benzoyl-6-deoxy-α-L-galactopyranoside (2) was converted into the 4-deoxy-4-iodo-α-L-gluco derivative 4 by triflate-mediated inversion.Catalytic reduction of 4 gave methyl 2,3-di-O-benzoyl-4,6-dideoxy-α-L-xylo-hexopyranoside (6) and subsequ