Tri-O-acetyl-D-glucal

Tri-O-acetyl-D-glucal

Tri-O-acetyl-D-glucal is a carbohydrate derivative that serves as an important intermediate in synthetic chemistry, particularly in the synthesis of glycosides and other complex carbohydrates. Its structural properties make it valuable in pharmaceutical development and biochemical research.

Chemical Properties

• CAS Number: 2873-29-2
• MDL No.: MFCD00063253
• Catalog Number: A819567
• EINECS: 220-709-0
• Molecular Formula: C₁₂H₁₆O₇
• Molecular Weight: 272.25 g/mol
• Boiling Point: 343.1 °C at 760 mmHg
• Melting Point: 53.0 to 56.0 °C
• Flash Point: >230 °F
• Density: Not specified (typically around 1.3 g/cm³)
• Appearance: White crystalline powder
• Storage Conditions: Store at 2–8 °C for long-term stability (months).
• Optical Rotation: -22.0° to -28.0° (c=1, MeOH)
• Refractivity: 1.4455 (estimate)

Applications

1. Synthetic Chemistry:
   • Tri-O-acetyl-D-glucal is utilized as a key intermediate in the synthesis of various glycosides, enabling the efficient creation of complex carbohydrate structures essential for research and development.
2. Pharmaceutical Development:
   • It plays a significant role in developing antiviral and anticancer agents, where its structural properties can enhance the efficacy of drug candidates.
3. Biotechnology:
   • The compound is important for glycoprotein synthesis, which is crucial for producing therapeutic proteins and enzymes in biopharmaceutical applications.
4. Food Industry:
   • It can be applied in formulating food additives and flavoring agents, providing natural sweetness and enhancing product appeal.
5. Research in Glycobiology:
   • Tri-O-acetyl-D-glucal is valuable for studying carbohydrate interactions in biological systems, aiding in understanding cell signaling and recognition processes.

Safety Profile

While specific safety data for Tri-O-acetyl-D-glucal may be limited, standard laboratory safety protocols should be followed when handling this compound. Use appropriate personal protective equipment (PPE) to minimize exposure.

Conclusion

Tri-O-acetyl-D-glucal (CAS No. 2873-29-2) is a crucial compound in synthetic chemistry and pharmaceutical development, facilitating the synthesis of glycosides and contributing to advancements in biochemistry and biotechnology.

Citations:

1. https://www.chemimpex.com/products/22054
2. https://pubmed.ncbi.nlm.nih.gov/12431882/
3. https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0032-1318113
4. https://www.sigmaaldrich.com/IN/en/product/aldrich/t44407
5. https://www.medchemexpress.com/tri-o-acetyl-d-glucal.html
6. https://synthose.com/products/TG705
7. https://www.thermofisher.com/order/catalog/product/L14103.14
8. http://chemsynlab.com/en/product/2873-29-2.html