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Catalog Number:
21648
CAS Number:
4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose
Purity:
≥ 99% (HPLC)
Synonym(s):
2,3,4,6-O-Tetrabenzyl-D-glucose
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Product Information

2,3,4,6-Tetra-O-benzyl-D-glucopyranose is a versatile glycoside that serves as a crucial intermediate in organic synthesis and carbohydrate chemistry. This compound is particularly valued for its ability to protect hydroxyl groups during chemical reactions, making it an essential building block in the synthesis of more complex molecules. Its unique structure allows for selective reactivity, which is beneficial in the development of pharmaceuticals and fine chemicals. Researchers often utilize this compound in glycosylation reactions, where it can facilitate the formation of glycosidic bonds, thereby aiding in the synthesis of oligosaccharides and glycoproteins.

In addition to its synthetic applications, 2,3,4,6-Tetra-O-benzyl-D-glucopyranose is also explored in the field of biochemistry for its potential role in drug delivery systems and as a carbohydrate-based scaffold in medicinal chemistry. Its stability and compatibility with various reaction conditions make it a preferred choice for chemists looking to streamline their synthetic pathways. With its broad range of applications, this compound stands out as a valuable resource for both academic research and industrial applications.

Synonyms
2,3,4,6-O-Tetrabenzyl-D-glucose
CAS Number
4132-28-9
Purity
≥ 99% (HPLC)
Molecular Formula
C34H36O6
Molecular Weight
540.65
MDL Number
MFCD00066004
PubChem ID
563647
Melting Point
147 - 154 °C
Appearance
White to off-white powder or crystalline solid
Optical Rotation
[a]20D = 15.5 - 22.0 ° (C=1, CHCl3)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
2,3,4,6-O-Tetrabenzyl-D-glucose
CAS Number
4132-28-9
Purity
≥ 99% (HPLC)
Molecular Formula
C34H36O6
Molecular Weight
540.65
MDL Number
MFCD00066004
PubChem ID
563647
Melting Point
147 - 154 °C
Appearance
White to off-white powder or crystalline solid
Optical Rotation
[a]20D = 15.5 - 22.0 ° (C=1, CHCl3)
Conditions
Store at 0 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

2,3,4,6-Tetra-O-benzyl-D-glucopyranose is widely utilized in research focused on:

  • Synthesis of Glycosides: This compound serves as a versatile building block in the synthesis of various glycosides, which are important in pharmaceuticals and natural product chemistry.
  • Carbohydrate Chemistry: It is extensively used in carbohydrate chemistry for the development of complex carbohydrate structures, aiding researchers in understanding glycan interactions.
  • Drug Development: The compound plays a crucial role in drug formulation processes, particularly in enhancing the solubility and bioavailability of poorly soluble drugs.
  • Bioconjugation: It is applied in bioconjugation techniques, allowing for the attachment of biomolecules to surfaces or other compounds, which is essential in diagnostics and therapeutic applications.
  • Research in Enzyme Activity: This chemical is valuable in studies investigating enzyme activity and specificity, providing insights into enzyme mechanisms and potential inhibitors.

Citations