Cas no 485821-70-3 (2,3,4-Tri-O-benzoyl-L-fucopyranose)

2,3,4-Tri-O-benzoyl-L-fucopyranose is a benzoylated derivative of L-fucose, commonly employed as a key intermediate in carbohydrate chemistry and glycoconjugate synthesis. The benzoyl protecting groups enhance stability and facilitate selective deprotection, enabling precise manipulation in oligosaccharide assembly. This compound is particularly valuable in glycosylation reactions due to its well-defined stereochemistry and compatibility with various activation methods. Its crystalline nature ensures high purity, making it suitable for demanding synthetic applications. Researchers utilize it in the preparation of fucose-containing glycans, which are relevant in studies of cell signaling, microbial interactions, and therapeutic development. The compound’s reliability and versatility make it a preferred choice in glycoscience research.
2,3,4-Tri-O-benzoyl-L-fucopyranose structure
485821-70-3 structure
Product Name:2,3,4-Tri-O-benzoyl-L-fucopyranose
CAS No:485821-70-3
MF:C27H24O8
MW:476.474668502808
CID:328090
Update Time:2025-05-19

2,3,4-Tri-O-benzoyl-L-fucopyranose Chemical and Physical Properties

Names and Identifiers

    • L-Galactose, 6-deoxy-, 2,3,4-tribenzoate
    • 2,3,4-Tri-O-benzoyl-L-fucopyranose
    • 2,3,4-Tri-O-benzoyl-
    • 2,3,4,5,6,6-HEXACHLORO-2,4-CYCLOHEXADIEN-1-ONE
    • 6-Deoxy-L-galactose 2,3,4-Tribenzoate
    • Inchi: 1S/C27H24O8/c1-17-21(33-24(28)18-11-5-2-6-12-18)22(34-25(29)19-13-7-3-8-14-19)23(27(31)32-17)35-26(30)20-15-9-4-10-16-20/h2-17,21-23,27,31H,1H3/t17-,21+,22+,23-,27?/m0/s1
    • InChI Key: UTEZHORWKBBBND-POEZRXMESA-N
    • SMILES: O1C([C@H]([C@@H]([C@@H]([C@@H]1C)OC(C1C=CC=CC=1)=O)OC(C1C=CC=CC=1)=O)OC(C1C=CC=CC=1)=O)O

Computed Properties

  • Exact Mass: 476.14700

Experimental Properties

  • Stability/Shelf Life: Store in Freezer
  • PSA: 108.36000
  • LogP: 3.40030

2,3,4-Tri-O-benzoyl-L-fucopyranose Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
T767983-100mg
2,3,4-Tri-O-benzoyl-L-fucopyranose
485821-70-3
100mg
$190.00 2023-05-17
TRC
T767983-1g
2,3,4-Tri-O-benzoyl-L-fucopyranose
485821-70-3
1g
$1487.00 2023-05-17

Additional information on 2,3,4-Tri-O-benzoyl-L-fucopyranose

Comprehensive Overview of 2,3,4-Tri-O-benzoyl-L-fucopyranose (CAS No. 485821-70-3): Properties, Applications, and Industry Insights

2,3,4-Tri-O-benzoyl-L-fucopyranose (CAS No. 485821-70-3) is a chemically modified derivative of L-fucose, a naturally occurring deoxyhexose sugar. This compound is widely recognized in the field of carbohydrate chemistry and pharmaceutical research due to its unique structural properties and versatile applications. The benzoylated form enhances its stability and reactivity, making it a valuable intermediate in synthetic organic chemistry. Researchers and industry professionals frequently search for terms like "benzoylated sugars," "L-fucose derivatives," and "glycosylation reagents," reflecting its relevance in modern scientific inquiries.

The compound’s molecular structure features three benzoyl groups attached to the hydroxyl positions of the L-fucopyranose ring, which significantly influences its solubility and reactivity. This modification is critical for applications in glycoscience, particularly in the synthesis of complex oligosaccharides and glycoconjugates. Recent trends in biotechnology and drug development have spurred interest in "carbohydrate-based therapeutics" and "sugar-derived biomaterials," positioning 2,3,4-Tri-O-benzoyl-L-fucopyranose as a compound of high demand. Its role in designing targeted drug delivery systems and vaccine adjuvants aligns with current healthcare innovations.

From a synthetic perspective, 2,3,4-Tri-O-benzoyl-L-fucopyranose serves as a pivotal building block for stereoselective glycosylation reactions. Its compatibility with various protecting group strategies makes it indispensable in the preparation of glycosyl donors and acceptors. Laboratories specializing in carbohydrate synthesis often prioritize this compound due to its reproducibility and efficiency. Additionally, its use in enzymatic studies and structural biology has been highlighted in recent publications, addressing common search queries such as "how to synthesize fucose derivatives" and "applications of benzoylated sugars in medicine."

The commercial availability of 2,3,4-Tri-O-benzoyl-L-fucopyranose (CAS No. 485821-70-3) has expanded due to its growing applications in glycobiology and biopharmaceuticals. Suppliers and manufacturers emphasize its high purity (>98%) and compliance with Good Manufacturing Practices (GMP), catering to industries requiring stringent quality standards. Discussions on platforms like ResearchGate and PubMed often revolve around "scalable synthesis of sugar derivatives" and "cost-effective glycosylation methods," underscoring the compound’s industrial significance.

In conclusion, 2,3,4-Tri-O-benzoyl-L-fucopyranose represents a cornerstone in advancing carbohydrate chemistry and therapeutic development. Its multifaceted roles—from enabling precise glycosidic bond formation to contributing to biomedical research—make it a subject of enduring interest. As the scientific community continues to explore "sugar-based drug design" and "green chemistry alternatives," this compound remains at the forefront of innovation, answering both academic and industrial needs.

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