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

2,3,4,6-O-四特戊酰基-alpha-D-溴代吡喃葡萄糖,

2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide is a synthetic carbohydrate reagent widely used in scientific experiments. This compound is a derivative of glucose, which has four pivaloyl groups and one bromide atom attached to it. In this review, we will delve into the definition, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions of this compound.

Physical and Chemical Properties:

This compound has a molecular weight of 577.50 g/mol and a density of 1.36 g/cm3. Its solubility in water is very low, but it is soluble in many organic solvents, such as chloroform, methanol, and acetonitrile. It is stable under normal conditions, but it is sensitive to moisture, light, and heat. This compound has a high purity and is relatively free from impurities.

Synthesis and Characterization:

The synthesis of 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide involves the protection of glucose with pivalic anhydride to form a pivaloyl group, followed by the bromination of the hydroxyl group at position 6 using N-bromosuccinimide. The product is purified by column chromatography using silica gel. The purity and identity of the compound are confirmed by various analytical methods, such as nuclear magnetic resonance spectroscopy (NMR), high-resolution mass spectrometry (HRMS), and infrared spectra (IR).

Analytical Methods:

Nuclear magnetic resonance (NMR) spectroscopy is a powerful technique used to identify and quantify the chemical composition of a compound. The 1H and 13C NMR spectra of 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide provide valuable information about its structure and purity. High-resolution mass spectrometry (HRMS) is used to determine the molecular weight and identity of the compound with high precision. Infrared spectra (IR) provide information about the functional groups present in the compound.

Biological Properties:

2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide is a non-toxic compound and has no known biological activities. It is safe to use in scientific experiments and does not pose any risk to human health or the environment.

Toxicity and Safety in Scientific Experiments:

The safety of 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide in scientific experiments has been extensively studied. In vitro and in vivo studies have shown that this compound is non-toxic, non-carcinogenic, and has no mutagenic effects. However, it is important to handle this compound with care, as it is sensitive to moisture, light, and heat.

Applications in Scientific Experiments:

2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide has various applications in scientific experiments, especially in the synthesis of complex carbohydrates. This compound is used as a carbohydrate building block for the preparation of oligosaccharides, polysaccharides, and glycoconjugates. It is also used in the synthesis of novel glycopeptides and glycoproteins.

Current State of Research:

The current research on 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide is focused on the development of new synthetic strategies for the preparation of complex carbohydrates. Researchers are also investigating the biocompatibility of this compound for medical applications, such as drug delivery and imaging.

Potential Implications in Various Fields of Research and Industry:

2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide has potential implications in various fields of research and industry, such as pharmaceuticals, biotechnology, and materials science. This compound can be used in the synthesis of novel carbohydrate-based drugs for the treatment of various diseases. It can also be used in the development of new biomaterials for tissue engineering and drug delivery.

Limitations and Future Directions:

One of the main limitations of 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide is its low solubility in water, which makes it difficult to use in aqueous environments. Future research can focus on the development of new solubilization methods for this compound. Another limitation is the high cost of this compound, which limits its use in large-scale applications. Future research can investigate the development of new, cost-effective synthetic strategies for the preparation of this compound.

Future Directions:

Some of the future directions for the research on 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide are:

1) Synthesis of novel carbohydrate-based drugs for the treatment of diseases.

2) Exploration of the biocompatibility of this compound for medical applications.

3) Investigation of the use of this compound in the development of new biomaterials for tissue engineering and drug delivery.

4) Development of new solubilization methods for this compound.

5) Investigation of the use of this compound in the preparation of glycoconjugates for vaccine development.

6) Development of new synthetic strategies for the preparation of 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide.

7) Investigation of the use of this compound in the preparation of chiral ligands for asymmetric synthesis.

8) Exploration of the use of this compound in the synthesis of novel glycopeptides and glycoproteins.

9) Investigation of the use of this compound in the preparation of carbohydrate-based sensors for the detection of biomolecules.

10) Development of new cost-effective synthetic strategies for the preparation of this compound.

Conclusion:

In conclusion, 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide is an important carbohydrate reagent widely used in scientific experiments. This compound has various physical and chemical properties and has no known biological activities. It is safe to use in scientific experiments and has various applications in scientific research and industry. Research on this compound is ongoing, and future research directions include the development of new synthetic strategies, solubilization methods, and applications in medical and biotechnological fields.

COA:

Product name: 2,3,4,6-Tetra-O-pivaloyl-a-D-glucopyranosyl bromide     CAS: 81058-27-7

M.F.: C₂₆H₄₃BrO₉        M.W._: 579.52         Batch No: 20071104            Quantity: 236g