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Catalog Number:
32421
CAS Number:
20031-21-4
1,2- O -isopropylidène-α-D-xylofuranose
Purity:
≥ 99 % (GC, HPLC)
Synonym(s):
1,2- O -(1-méthyléthylidène)-α-D-xylofuranose, (3a R ,5 R ,6 S ,6a R -5-(hydroxyméthyl)-2,2-diméthyltétrahydrofuro[2,3-d][1,3]dioxol-6-ol
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Product Information

1,2-O-Isopropylidene-a-D-xylofuranose is a versatile carbohydrate derivative that plays a crucial role in organic synthesis and carbohydrate chemistry. This compound is recognized for its protective group functionality, particularly in the synthesis of glycosides and oligosaccharides. Its unique structure allows for selective reactions, making it an invaluable tool for researchers and industry professionals working in the fields of medicinal chemistry and biochemistry. The compound's stability under various reaction conditions enhances its utility, enabling the development of complex carbohydrate structures with precision.

In practical applications, 1,2-O-Isopropylidene-a-D-xylofuranose is often employed in the synthesis of biologically active compounds, including pharmaceuticals and natural products. Its ability to serve as a protecting group for hydroxyl functionalities allows chemists to manipulate sugar moieties without compromising their integrity. This characteristic is particularly advantageous in the synthesis of glycosylated drugs, which are crucial for enhancing bioavailability and therapeutic efficacy. Researchers appreciate its ease of use and compatibility with various reaction conditions, making it a preferred choice for complex carbohydrate synthesis.

Synonyms
1,2- O -(1-méthyléthylidène)-α-D-xylofuranose, (3a R ,5 R ,6 S ,6a R -5-(hydroxyméthyl)-2,2-diméthyltétrahydrofuro[2,3-d][1,3]dioxol-6-ol
CAS Number
20031-21-4
Purity
≥ 99 % (GC, HPLC)
Molecular Formula
C8H14O5
Molecular Weight
190.19
MDL Number
MFCD00063295
PubChem ID
272119
Appearance
Sirop solide blanc cassé ou légèrement jaune
Optical Rotation
[a] D 20 = -18 à -20° (C=1 dans l'eau)
Conditions
Conserver entre 2 et 8 °C
General Information
Synonyms
1,2- O -(1-méthyléthylidène)-α-D-xylofuranose, (3a R ,5 R ,6 S ,6a R -5-(hydroxyméthyl)-2,2-diméthyltétrahydrofuro[2,3-d][1,3]dioxol-6-ol
CAS Number
20031-21-4
Purity
≥ 99 % (GC, HPLC)
Molecular Formula
C8H14O5
Molecular Weight
190.19
MDL Number
MFCD00063295
PubChem ID
272119
Appearance
Sirop solide blanc cassé ou légèrement jaune
Optical Rotation
[a] D 20 = -18 à -20° (C=1 dans l'eau)
Conditions
Conserver entre 2 et 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
Non
Antibiotic
Non
DEA-regulated
Non
Warnings
-
Applications

1,2-O-Isopropylidene-a-D-xylofuranose is widely utilized in research focused on:

  • Carbohydrate Chemistry: This compound serves as a protecting group for hydroxyl functionalities in carbohydrate synthesis, allowing for selective reactions without interference from other functional groups.
  • Pharmaceutical Development: It is used in the synthesis of glycosylated compounds, which are crucial in developing new drugs, especially those targeting glycoproteins and glycolipids.
  • Food Industry: The compound can be utilized in the formulation of sweeteners and flavor enhancers, providing a stable sugar alternative with potential health benefits.
  • Biotechnology: It plays a role in the production of oligosaccharides, which are important in various biotechnological applications, including prebiotics and functional foods.
  • Research Laboratories: Its ability to stabilize reactive intermediates makes it a valuable tool in synthetic organic chemistry, helping researchers to explore new reaction pathways and develop innovative compounds.

Citations