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Catalog Number:
32304
CAS Number:
69503-94-2
3,4,6-Tri-O-acetyl-2-deoxy-D-glucopyranose
Purity:
≥ 98% (GC)
Synonym(s):
2-Deoxy-D-glucopyranose 3,4,6-triacetate
Documents
$72.31 /100MG
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Product Information

3,4,6-Tri-O-acetyl-2-deoxy-D-glucopyranose is a versatile derivative of D-glucose, characterized by the presence of three acetyl groups that enhance its solubility and reactivity. This compound is particularly valuable in the synthesis of glycosides and oligosaccharides, making it an essential building block in carbohydrate chemistry. Its unique structure allows for selective reactions, facilitating the development of complex carbohydrates used in pharmaceuticals and biochemistry. Researchers often utilize this compound in the preparation of glycosyl donors, which are crucial for the synthesis of various biologically active molecules, including antibiotics and antiviral agents.

In addition to its role in synthetic chemistry, 3,4,6-Tri-O-acetyl-2-deoxy-D-glucopyranose is also employed in the study of enzyme-substrate interactions and carbohydrate recognition processes. Its acetyl groups provide stability and protect the hydroxyl functionalities, making it an ideal candidate for further functionalization. This compound stands out due to its ability to enhance reaction efficiency and yield, offering significant advantages over other similar compounds in the field of carbohydrate synthesis.

Synonyms
2-Deoxy-D-glucopyranose 3,4,6-triacetate
CAS Number
69503-94-2
Purity
≥ 98% (GC)
Molecular Formula
C12H18O8
Molecular Weight
290.27
MDL Number
MFCD06797168
PubChem ID
12903119
Melting Point
104-108? C
Appearance
White to off-white crystalline powder
Optical Rotation
[a]20/D= +69 to +74° (C=1 in MeOH)
Conditions
Store at 2-8 °C
General Information
Synonyms
2-Deoxy-D-glucopyranose 3,4,6-triacetate
CAS Number
69503-94-2
Purity
≥ 98% (GC)
Molecular Formula
C12H18O8
Molecular Weight
290.27
MDL Number
MFCD06797168
PubChem ID
12903119
Melting Point
104-108? C
Appearance
White to off-white crystalline powder
Optical Rotation
[a]20/D= +69 to +74° (C=1 in MeOH)
Conditions
Store at 2-8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

3,4,6-Tri-O-acetyl-2-deoxy-D-glucopyranose is widely utilized in research focused on:

  • Synthesis of Nucleosides: This compound serves as a key intermediate in the synthesis of nucleosides, which are vital for developing antiviral and anticancer drugs.
  • Carbohydrate Chemistry: It is commonly used in carbohydrate chemistry for the synthesis of glycosides, enabling researchers to explore various glycosylation reactions.
  • Drug Delivery Systems: The compound can be incorporated into drug delivery systems, enhancing the bioavailability and stability of therapeutic agents.
  • Biotechnology Applications: It plays a role in the production of modified sugars for use in biotechnological applications, such as enzyme substrates or inhibitors.
  • Research on Metabolic Pathways: This chemical is valuable in studying metabolic pathways involving sugars, providing insights into cellular processes and disease mechanisms.

Citations