3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride

三乙酰基-2-邻苯二甲酰基-2-脱氧-alpha-D-氯代葡萄糖,

3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride is a white crystalline powder that belongs to the class of chemicals known as glycosyl donors. It is categorized as a carbohydrate derivative with a molecular weight of 491.83 g/mol. This compound was first synthesized in the year 1991 by the collaboration of various researchers from the University of California and the University of British Columbia. It was primarily developed for the purpose of studying its applications in the field of synthetic carbohydrates.

Synthesis and Characterization:

The synthesis of 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride involves several steps, including acetylation, deacetylation, phthalimide protection, and chlorination. The final product is characterized through various spectroscopic methods such as Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance spectroscopy (NMR), and mass spectrometry (MS).

Analytical Methods:

High-performance liquid chromatography (HPLC) is the most commonly used analytical method for 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride. Other methods include gas chromatography (GC), thin-layer chromatography (TLC), and capillary electrophoresis (CE). These methods are used to determine the purity, identity, and concentration of the compound.

Biological Properties:

3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride has shown antibacterial and antiviral properties. It has been used as a tool to study the structure-activity relationships of various glycosidases.

Toxicity and Safety in Scientific Experiments:

Studies have shown that 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride is relatively safe to use in scientific experiments. However, appropriate safety measures should be taken as with any chemical, such as the use of protective gloves and eyewear.

Applications in Scientific Experiments:

The compound is widely used as a glycosyl donor in the synthesis of complex carbohydrates. It has also been used as a tool to study the structure-activity relationships of various glycosidases.

Current State of Research:

Research on 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride is ongoing. Researchers are exploring its potential applications in the development of new drugs and vaccines, as well as its use in the synthesis of complex carbohydrates.

Potential Implications in Various Fields of Research and Industry:

The compound has potential applications in the fields of drug discovery and development, vaccine development, and glycobiology. It may also have industrial applications in the synthesis of complex carbohydrates.

Limitations and Future Directions:

Currently, the limitations of 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride include its low solubility in water and potential instability in acidic environments. Future research may focus on developing more stable derivatives of the compound with improved solubility and application to complex carbohydrate synthesis.

Future Directions:

1. Developing more stable and soluble derivatives of 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride

2. Exploring its possible applications in glycobiology

3. Investigating its potential as a glycosyl donor in the synthesis of complex carbohydrates

4. Developing new drug compounds using 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl chloride

5. Determining its potential use in vaccine development

6. Investigating its potential industrial applications in the synthesis of complex carbohydrates

7. Exploring its possible applications in chemoenzymatic synthesis

8. Investigating its mechanism of action as an antibacterial and antiviral agent

9. Examining its potential to target specific glycosidases for therapeutic purposes.