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Catalog Number:
27755
CAS Number:
55628-54-1
Tri-O-benzyl-D-glucal
Purity:
≥ 98% (HPLC)
Temperature Sensitive
Documents
$29.34 /1G
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Product Information

Tri-O-benzyl-D-glucal is a versatile glycosyl donor that plays a crucial role in the synthesis of complex carbohydrates and glycosides. This compound is particularly valued in the pharmaceutical and biochemical industries for its ability to facilitate the formation of glycosidic bonds, making it an essential building block in the development of glycoproteins and glycolipids. Its unique structure, featuring three benzyl groups, enhances its stability and reactivity, allowing for efficient coupling reactions under mild conditions. Researchers and industry professionals utilize Tri-O-benzyl-D-glucal in the synthesis of various biologically active compounds, including antiviral agents and cancer therapeutics, showcasing its potential in drug discovery and development.

Additionally, Tri-O-benzyl-D-glucal's compatibility with a range of reaction conditions makes it a preferred choice for chemists looking to streamline their synthetic pathways. Its ability to improve yields and reduce by-products in glycosylation reactions sets it apart from other glycosyl donors, making it an invaluable asset in both academic and industrial laboratories. With its proven efficacy and broad applicability, Tri-O-benzyl-D-glucal continues to be a key player in advancing carbohydrate chemistry.

CAS Number
55628-54-1
Purity
≥ 98% (HPLC)
Molecular Formula
C27H28O4
Molecular Weight
416.51
MDL Number
MFCD00061640
PubChem ID
562981
Melting Point
53-60 ºC
Appearance
White to off-white crystalline powder
Optical Rotation
[a]D25 = -2.4 to -3.4º (C=5 in Chloroform)
Conditions
Store at ≤ -4 °C
General Information
CAS Number
55628-54-1
Purity
≥ 98% (HPLC)
Molecular Formula
C27H28O4
Molecular Weight
416.51
MDL Number
MFCD00061640
PubChem ID
562981
Melting Point
53-60 ºC
Appearance
White to off-white crystalline powder
Optical Rotation
[a]D25 = -2.4 to -3.4º (C=5 in Chloroform)
Conditions
Store at ≤ -4 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Tri-O-benzyl-D-glucal is widely utilized in research focused on:

  • Synthetic Organic Chemistry: This compound serves as a versatile building block for the synthesis of complex carbohydrates and glycosides, enabling researchers to create a variety of sugar derivatives with tailored properties.
  • Pharmaceutical Development: It is employed in the development of glycosylated drugs, which can enhance the bioavailability and efficacy of therapeutic agents, particularly in targeting specific biological pathways.
  • Bioconjugation Techniques: Tri-O-benzyl-D-glucal is used in bioconjugation processes to attach sugars to proteins or other biomolecules, improving their stability and functionality in drug delivery systems.
  • Research on Glycobiology: This compound aids in the study of carbohydrate-protein interactions, providing insights into cellular recognition processes, which are crucial for understanding various biological functions.
  • Food Industry Applications: It can be utilized in the formulation of sweeteners or flavor enhancers, offering a more natural alternative to synthetic additives while maintaining desirable taste profiles.

Citations