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Catalog Number:
42362
CAS Number:
4330-21-6
2-Deoxy-3,5-O-di-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Purity:
≥ 95% (HPLC)
Synonym(s):
Hoffer's chlorosugar, 3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosylchloride
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Product Information

2-Deoxy-3,5-O-di-p-toluoyl-a-D-erythro-pentofuranosyl chloride is a specialized chemical compound that plays a significant role in the field of carbohydrate chemistry and medicinal research. This compound is recognized for its unique structural features, which include two p-toluoyl groups that enhance its reactivity and stability. Its chlorinated furanosyl structure allows for versatile applications in the synthesis of nucleoside analogs, which are crucial in the development of antiviral and anticancer therapies. Researchers utilize this compound to explore glycosylation reactions and to create modified nucleosides that can improve the efficacy of therapeutic agents.

In addition to its applications in drug development, 2-Deoxy-3,5-O-di-p-toluoyl-a-D-erythro-pentofuranosyl chloride serves as a valuable intermediate in organic synthesis, particularly in the preparation of complex carbohydrates and glycoproteins. Its ability to facilitate the introduction of functional groups makes it an essential tool for chemists aiming to design novel biomolecules. The compound's unique properties and reactivity set it apart from similar compounds, making it a preferred choice for professionals in pharmaceutical and biochemical research.

Synonyms
Hoffer's chlorosugar, 3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosylchloride
CAS Number
4330-21-6
Purity
≥ 95% (HPLC)
Molecular Formula
C21H21ClO5
Molecular Weight
388.84
MDL Number
MFCD00079148
PubChem ID
288128
Melting Point
120 °C (dec.)
Appearance
White to off-white powder
Optical Rotation
a20D = 73 - 83 ° (C=1 in DMF)
Conditions
Store at ≤ -10 °C
General Information
Synonyms
Hoffer's chlorosugar, 3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosylchloride
CAS Number
4330-21-6
Purity
≥ 95% (HPLC)
Molecular Formula
C21H21ClO5
Molecular Weight
388.84
MDL Number
MFCD00079148
PubChem ID
288128
Melting Point
120 °C (dec.)
Appearance
White to off-white powder
Optical Rotation
a20D = 73 - 83 ° (C=1 in DMF)
Conditions
Store at ≤ -10 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

2-Deoxy-3,5-O-di-p-toluoyl-a-D-erythro-pentofuranosyl chloride is widely utilized in research focused on:

  • Nucleoside Synthesis: This compound serves as a key intermediate in the synthesis of modified nucleosides, which are crucial for developing antiviral and anticancer drugs.
  • Drug Development: Its unique structure allows researchers to create prodrugs that enhance the bioavailability of therapeutic agents, improving patient outcomes in treatments.
  • Biochemical Research: It is used in studies involving glycosylation reactions, helping scientists understand carbohydrate interactions in biological systems.
  • Diagnostics: The compound can be utilized in the development of diagnostic tools, particularly in assays that require specific glycosylated substrates.
  • Material Science: Its properties are explored in creating novel biomaterials, particularly for drug delivery systems that require controlled release mechanisms.

Citations