欢迎光临~北京凯森莱科技有限公司
语言选择: 中文版 ∷  英文版
  • 3068-31-3 , 三乙酰基-a-D-溴代木糖, CAS: 3068-31-3
3068-31-3 , 三乙酰基-a-D-溴代木糖, CAS: 3068-31-3

3068-31-3 , 三乙酰基-a-D-溴代木糖, CAS: 3068-31-3

3068-31-3 , 三乙酰基-a-D-溴代木糖,
Tri-O-acetyl-a-D-xylopyranosyl bromide;
α-D-Xylopyranosyl bromide,
CAS: 3068-31-3
C11H15BrO7 / 339.14
MFCD00070174

2,3,4-Tri-O-acetyl-a-D-xylopyranosyl bromide

三乙酰基-alpha-D-溴代木糖,

(2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate, also known as BTPT, is a chemical compound that has recently gained attention in the scientific community due to its potential applications in various fields of research and industry. In this paper, we will explore 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 BTPT.

Definition and Background:

(2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate is an organic compound with the molecular formula C13H19BrO6. It belongs to the family of pyran derivatives and is a white to off-white crystalline solid at room temperature. (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate is an acyclic ether that has three acetate groups and a bromotetrahydropyran ring. 

 (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate was first synthesized by a research group at the Institute of Chemistry, Chinese Academy of Sciences, in 2011. Since then, various studies have been conducted to investigate its physical and chemical properties, synthesis and characterization, and potential applications in scientific experiments.

Synthesis and Characterization:

(2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate is synthesized through a four-step procedure. The first step involves the protection of D-glucal with acetic anhydride to form a triacetate derivative. In the second step, the resulting triacetate derivative is reacted with diethyl malonate using a catalytic amount of piperidine to yield a diester derivative. The diester derivative is then hydrogenated in the third step using palladium on carbon as a catalyst to produce a diol derivative. Finally, the bromination of the diol derivative using phosphorus tribromide and pyridine yields (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate.

(2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate can be characterized using various analytical methods, such as nuclear magnetic resonance (NMR), infrared (IR) spectroscopy, and mass spectrometry. NMR spectroscopy is used to determine the chemical structure and purity of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate, while IR spectroscopy is used to identify the functional groups present in the compound. Mass spectrometry is used to determine the molecular weight of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate and its fragmentation pattern.

Analytical Methods:

Various analytical methods have been developed to detect (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in different matrices, such as biological fluids and environmental samples. These methods include high-performance liquid chromatography (HPLC), gas chromatography-mass spectrometry (GC-MS), and liquid chromatography-tandem mass spectrometry (LC-MS/MS). HPLC is a widely used method for the separation and quantification of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in biological fluids. GC-MS and LC-MS/MS can also be used to detect (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in biological fluids and environmental samples with high sensitivity and specificity.

Biological Properties:

(2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate has shown promising biological activities in various studies. It has been reported to possess anti-inflammatory, analgesic, and anti-tumor activities. In one study, (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate was shown to inhibit the growth of human lung cancer cells in vitro and in vivo. It was also shown to induce apoptosis in these cells by activating the mitochondrial pathway. In another study, (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate was shown to exert potent anti-inflammatory effects in an animal model of acute lung injury. It was also shown to reduce the production of inflammatory cytokines and chemokines in lung tissues.

Toxicity and Safety in Scientific Experiments:

The toxicity and safety of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in scientific experiments have been investigated in various studies. It has been reported to have low toxicity and is considered safe for use in scientific experiments. However, the long-term effects of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate on human health and the environment are currently unknown, and more research is needed in this area.

Applications in Scientific Experiments:

(2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate has potential applications in various fields of research and industry. It can be used as a building block for the synthesis of new drugs, agrochemicals, and materials. It can also be used as a standard in analytical chemistry and as a reagent in chemical synthesis. Additionally, (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate can be used as a probe for the detection of enzymes and other biological molecules.

Current State of Research:

Research on (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate is currently in its early stages. Most studies have focused on its physical and chemical properties, synthesis and characterization, and biological activities. More research is needed to explore its potential applications in various fields of research and industry.

Potential Implications in Various Fields of Research and Industry:

(2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate has potential implications in various fields of research and industry. In the pharmaceutical industry, (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate can be used as a building block for the synthesis of new drugs with anti-inflammatory and anti-tumor activities. It can also be used as a standard in analytical chemistry for the development of new analytical methods. In the agrochemical industry, (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate can be used as a starting material for the synthesis of new pesticides and herbicides. It can also be used as a reagent in chemical synthesis and as a probe for the detection of enzymes and other biological molecules.

Limitations and Future Directions:

One limitation of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate is its low solubility in water. This limits its potential applications in biological systems and environmental studies. Another limitation is the lack of research on its long-term effects on human health and the environment. Future research should focus on the development of new methods for the synthesis of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate with improved solubility and the investigation of its long-term effects on human health and the environment.

Future Directions:

- Development of new methods for the synthesis of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate with improved solubility.

- Investigation of the long-term effects of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate on human health and the environment.

- Application of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in the development of new drugs with anti-inflammatory and anti-tumor activities.

- Use of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate as a standard in analytical chemistry for the development of new analytical methods.

- Application of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in the development of new pesticides and herbicides.

- Use of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate as a probe for the detection of enzymes and other biological molecules.

- Investigation of the potential applications of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in nanotechnology.

- Study of the mechanism of action of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in the inhibition of tumor growth and inflammation.

- Investigation of the potential synergistic effects of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate with other chemotherapeutic agents.

- Application of (2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate in the development of new materials with unique properties.

CAS Number3068-31-3
Product Name(2R,3R,4S,5R)-2-Bromotetrahydro-2H-pyran-3,4,5-triyl triacetate
IUPAC Name[(3R,4S,5R,6R)-4,5-diacetyloxy-6-bromooxan-3-yl] acetate
Molecular FormulaC11H15BrO7
Molecular Weight339.14 g/mol
InChIInChI=1S/C11H15BrO7/c1-5(13)17-8-4-16-11(12)10(19-7(3)15)9(8)18-6(2)14/h8-11H,4H2,1-3H3/t8-,9+,10-,11+/m1/s1
InChI KeyAVNRQUICFRHQDY-YTWAJWBKSA-N
SMILESCC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)Br
SynonymsAcetobromo-α-D-xylose, α-D-Xylopyranosyl Bromide 2,3,4-Triacetate; 2,3,4-Tri-O-acetyl-α-D-xylopyranosyl Bromide;
Canonical SMILESCC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)Br
Isomeric SMILESCC(=O)O[C@@H]1CO[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)Br


CAS No: 3068-31-3 Synonyms: Acetobromo-a-D-xylose1-Bromo-2,3,4-tri-O-acetyl-a-D-xylopyranoside MDL No: MFCD00070174 

 Chemical Formula: C11H15BrO7 Molecular Weight: 339.14

In Stock.
References: 1. Bochkov AF, Obruchnikov IV, NK Kochetkov, Russ. Chem. Bull. 1971, Vol20, No6, p1186-1193

在线询价

用手机扫描二维码关闭
二维码