63598-36-7 , 4,6-O-Benzylidene-D-glucal,
CAS:63598-36-7
C13H14O4 / 234.25
MFCD00167506
4,6-O-苄叉-D-葡萄糖烯,
4,6-O-Benzylidene-D-glucal is a synthetic compound of great importance in scientific research and industry. It is a derivative of D-glucose that has been widely studied due to its unique properties and potential applications. 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 4,6-O-Benzylidene-D-glucal.
Physical and Chemical Properties
4,6-O-Benzylidene-D-glucal has unique physical and chemical properties that make it useful in various applications. It is soluble in organic solvents like ethanol, acetone, and chloroform. However, it is insoluble in water. The compound has a sweet odor and taste, which is similar to that of D-glucose. It can easily be converted to other derivatives such as imines, oximes, and hydrazones.
Synthesis and Characterization
The synthesis of 4,6-O-Benzylidene-D-glucal can be achieved through various methods. One common method is the reaction between D-glucose and benzaldehyde in the presence of an acid catalyst such as sulfuric acid. The reaction takes around 12-24 hours to complete, and the final product is obtained through recrystallization. The characterization of 4,6-O-Benzylidene-D-glucal can be done using various techniques such as infrared spectroscopy, nuclear magnetic resonance spectroscopy, and mass spectrometry.
Analytical Methods
The analysis of 4,6-O-Benzylidene-D-glucal is important in various applications. One common method of analysis is high-performance liquid chromatography (HPLC). HPLC can be used to separate and quantify 4,6-O-Benzylidene-D-glucal from other compounds. Other analytical techniques such as gas chromatography and capillary electrophoresis can also be used.
Biological Properties
4,6-O-Benzylidene-D-glucal has been studied for its potential biological properties. It has been shown to have antitumor and antiviral properties in various studies. The compound has been found to inhibit the growth of various tumor cells by inducing apoptosis. It also has antiviral properties against the human immunodeficiency virus (HIV), herpes simplex virus (HSV), and hepatitis B virus (HBV).
Toxicity and Safety in Scientific Experiments
The toxicity and safety of 4,6-O-Benzylidene-D-glucal in scientific experiments are important considerations. The compound has been found to have low toxicity in various studies. However, care should be taken when handling the compound as it may cause skin and eye irritation.
Applications in Scientific Experiments
4,6-O-Benzylidene-D-glucal has various applications in scientific experiments. It can be used as a starting material for the synthesis of other compounds such as imines, oximes, and hydrazones. The compound has also been used as a chiral building block for the synthesis of various chiral compounds. It is also used as a reagent in organic chemistry for the conversion of aldehydes and ketones to the corresponding imines.
Current State of Research
There has been ongoing research on 4,6-O-Benzylidene-D-glucal in various fields of scientific research. Recent studies have focused on the synthesis of novel compounds using 4,6-O-Benzylidene-D-glucal as a starting material. Other studies have explored the antitumor and antiviral properties of the compound. There has also been research on the use of 4,6-O-Benzylidene-D-glucal in the synthesis of chiral compounds.
Potential Implications in Various Fields of Research and Industry
4,6-O-Benzylidene-D-glucal has potential implications in various fields of research and industry. In medicinal chemistry, the compound can be used in the synthesis of new antitumor and antiviral agents. In organic chemistry, it can be used as a starting material for the synthesis of chiral compounds. It also has applications in the food industry as a sweetener.
Limitations and Future Directions
Despite its many applications, 4,6-O-Benzylidene-D-glucal also has some limitations. One limitation is its low water solubility, which may limit its applications in aqueous environments. Another limitation is the potential for skin and eye irritation, which may require the use of protective equipment during handling.
In the future, research on 4,6-O-Benzylidene-D-glucal could focus on improving its solubility in water and exploring its potential applications in aqueous environments. Other future directions could include the use of the compound in the development of new drugs and the optimization of its use in organic synthesis.
Conclusion
In conclusion, 4,6-O-Benzylidene-D-glucal is a synthetic compound that has unique properties and potential applications in various fields of scientific research and industry. It has been studied for its 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. Continued research on the compound has the potential to lead to the development of new drugs and the optimization of its use in organic synthesis.
CAS Number | 63598-36-7 |
Product Name | 4,6-O-Benzylidene-D-glucal |
IUPAC Name | (4aR,8R,8aS)-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-ol |
Molecular Formula | C₁₃H₁₄O₄ |
Molecular Weight | 234.25 |
InChI | InChI=1S/C13H14O4/c14-10-6-7-15-11-8-16-13(17-12(10)11)9-4-2-1-3-5-9/h1-7,10-14H,8H2/t10-,11-,12+,13?/m1/s1 |
SMILES | C1C2C(C(C=CO2)O)OC(O1)C3=CC=CC=C3 |
Synonyms | 1,5-Anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-D-arabino-Hex-1-enitol; |
CAS No: 63598-36-7,14125-70-3 MDL No: MFCD00167506 Chemical Formula: C13H14O4 Molecular Weight: 234.25 | |
References: 1. Chambers DJ, Evans GR, Fairbanks AJ, Tetrahedron: Asymmetry 2003, 14, p1767 |
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