2,3,4,6-Tetra-O-benzoyl-a-D-glucopyranosyl bromide

四苯甲酰基-α-D-溴代葡萄糖,

2,3,4,6-Tetra-O-benzoyl-α-D-glucopyranosyl bromide is a derivative of vitamin A. It has been used as a carbonate for the synthesis of retinol, tetrabenzoate and other related compounds. The compound is soluble in water and has shown growth promoting activity in studies with Salmonella typhimurium. 2,3,4,6-Tetra-O-benzoyl-α-D-glucopyranosyl bromide is metabolized to retinol by hydrolysis or oxidation. It can also be converted into tetrabenzoate by oxidation followed by reduction of the 4′ position hydroxyl group.

2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide, also known as 4,6-O-benzylidene-2,3-di-O-benzoyl-α-d-glucopyranosyl bromide, is a carbohydrate derivative that is commonly used in the field of organic chemistry. This compound belongs to a group of organic bromides known as benzyl bromides. It is a white, crystalline powder, which is highly soluble in organic solvents such as chloroform and acetonitrile.

Synthesis and Characterization

2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide is commonly synthesized through the reaction of α-D-glucopyranosyl bromide and benzoyl chloride in the presence of a catalyst such as silver oxide or silver nitrate. The reaction takes place in anhydrous dichloromethane and is carried out at low temperature.

The compound can be characterized using several analytical techniques such as Fourier transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and elemental analysis. These techniques allow researchers to confirm the purity, structure, and identity of the compound.

 Analytical Methods

Several analytical methods have been developed to detect and quantify 2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide in a variety of samples. These methods include high-performance liquid chromatography (HPLC), gas chromatography-mass spectrometry (GC-MS), and capillary electrophoresis (CE). These methods are highly sensitive and accurate and can be used for both qualitative and quantitative analysis of the compound.

Biological Properties

2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide has been shown to have several biological properties. It has been reported to exhibit antitumor, antifungal, and antibacterial activities. The compound has been evaluated for its potential use as a novel chemotherapeutic agent against cancer.

Toxicity and Safety in Scientific Experiments

The toxicity and safety of 2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide in scientific experiments have been evaluated. The compound has been shown to be relatively safe when used in moderate doses. However, high doses have been associated with cytotoxic effects and cell death in some studies. Researchers should take appropriate safety precautions when working with this compound in the laboratory.

Applications in Scientific Experiments

2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide has several applications in scientific experiments. It is commonly used as a reagent in organic synthesis, especially in the preparation of glycosylamines. The compound has also been used in the preparation of fluorescent analogs of carbohydrates.

Current State of Research

Research on the synthesis, characterization, and biological properties of 2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide is ongoing. Recent studies have focused on the development of new and efficient synthetic methods for the compound as well as its potential use as a novel chemotherapeutic agent against cancer.

Potential Implications in Various Fields of Research and Industry

2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide has potential implications in various fields of research and industry. The compound may be useful in the development of new drugs and therapeutic agents for the treatment of cancer, fungal infections, and bacterial infections. It may also have applications in the field of carbohydrate chemistry as a reagent in the synthesis of glycosylamines and fluorescent analogs of carbohydrates.

Limitations and Future Directions

Despite the potential applications of 2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide, there are several limitations to its use. The compound is relatively expensive to synthesize, and its cytotoxic effects may limit its use in some applications.

Future directions for research on this compound include the development of new synthetic methods that are more efficient and cost-effective. Additionally, researchers should continue to investigate the biological properties of 2,3,4,6-Tetra-o-benzoyl-alpha-d-glucopyranosyl bromide in order to identify new applications in fields such as cancer therapy and carbohydrate chemistry.