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Catalog Number:
27827
CAS Number:
16713-80-7
1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose 3-acetate
Purity:
≥ 98% (TLC)
Synonym(s):
3-O-Acetyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
Documents
$43.87 /1G
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Product Information

1,2,5,6-Di-O-isopropylidene-α-D-glucofuranose 3-acetate is a versatile carbohydrate derivative that plays a significant role in organic synthesis and pharmaceutical applications. This compound is recognized for its stability and protective group functionality, making it an essential intermediate in the synthesis of various glycosides and oligosaccharides. Its unique structure allows for selective reactions, facilitating the development of complex carbohydrate-based molecules that are crucial in drug discovery and development. Researchers often utilize this compound in the preparation of glycosyl donors, which are vital for creating glycosidic bonds in carbohydrate chemistry.

In addition to its synthetic applications, 1,2,5,6-Di-O-isopropylidene-α-D-glucofuranose 3-acetate is also employed in the study of enzyme-substrate interactions and carbohydrate recognition processes. Its ability to mimic natural sugars makes it a valuable tool in biochemical research, particularly in understanding glycoprotein and glycolipid functions. The compound's favorable properties, such as its solubility and stability under various conditions, further enhance its utility in both academic and industrial settings, making it an indispensable resource for professionals in the field.

Synonyms
3-O-Acetyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
CAS Number
16713-80-7
Purity
≥ 98% (TLC)
Molecular Formula
C14H22O7
Molecular Weight
302.32
MDL Number
MFCD00074968
PubChem ID
3734171
Appearance
White to off-white crystalline powder
Optical Rotation
[a]D20 = -38 ± 1º (C=1 in CHCl3
Conditions
Store at 0-8 °C
General Information
Synonyms
3-O-Acetyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
CAS Number
16713-80-7
Purity
≥ 98% (TLC)
Molecular Formula
C14H22O7
Molecular Weight
302.32
MDL Number
MFCD00074968
PubChem ID
3734171
Appearance
White to off-white crystalline powder
Optical Rotation
[a]D20 = -38 ± 1º (C=1 in 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

1,2,5,6-Di-O-isopropylidene-a-D-glucofuranose 3-acetate is widely utilized in research focused on:

  • Carbohydrate Chemistry: This compound serves as a key intermediate in synthesizing various carbohydrate derivatives, facilitating the study of glycosylation reactions.
  • Pharmaceutical Development: It plays a role in drug formulation, particularly in creating prodrugs that enhance bioavailability and stability of active pharmaceutical ingredients.
  • Biotechnology: Used in the production of glycoproteins, this chemical aids in the development of therapeutic proteins and vaccines, improving efficacy and safety profiles.
  • Food Industry: It can be applied in food chemistry to modify sugar structures, enhancing flavor profiles and shelf life of products.
  • Analytical Chemistry: This compound is useful in developing analytical methods for carbohydrate analysis, providing accurate quantification and characterization of sugars in various samples.

Citations