5463-33-2 ,D-半乳糖缩二乙硫醇,
D-Galactose diethyldithioacetal,
CAS:5463-33-2
C10H22O5S2 / 286.41
MFCD00069630
D-半乳糖缩二乙硫醇,
D-Galactose diethyldithioacetal is an organic compound with the molecular formula C10H22O5S2. It is commonly used as a protective agent for carbohydrate derivatives in organic synthesis. D-Galactose diethyldithioacetal is a reducing agent that is used in the synthesis of glycoside derivatives that are enzymatically hydrolyzed to their respective saccharides. The diethyldithiocarbamate moiety present in D-Galactose diethyldithioacetal provides it with antioxidant properties, which makes it useful in preventing oxidative damage in biological systems.
Physical and Chemical Properties
D-Galactose diethyldithioacetal is a yellowish-green crystalline powder with a melting point of 78-80 °C. It is soluble in chloroform, ethanol, and methanol but insoluble in water. The compound exhibits thermal stability up to 125 °C.
Synthesis and Characterization
D-Galactose diethyldithioacetal is synthesized by reacting D-galactose with diethyldithiocarbamic acid in ethanol under reflux conditions. Characterization of the compound is done using various spectroscopic techniques such as infrared spectroscopy, nuclear magnetic resonance, and mass spectrometry.
Analytical Methods
D-Galactose diethyldithioacetal can be analyzed using several analytical methods, including high-performance liquid chromatography (HPLC), gas chromatography (GC), and nuclear magnetic resonance (NMR) spectroscopy.
Biological Properties
Studies have shown that D-Galactose diethyldithioacetal exhibits antioxidant properties that protect cells from oxidative damage. It has also been found to enhance insulin secretion in pancreatic cells. The compound has been reported to have anti-inflammatory properties and may have potential therapeutic uses in inflammatory conditions.
Toxicity and Safety in Scientific Experiments
Studies have shown that D-Galactose diethyldithioacetal is not toxic and does not exhibit cytotoxicity. However, it is recommended that researchers take caution while handling the compound and use appropriate protective measures.
Applications in Scientific Experiments
D-Galactose diethyldithioacetal is commonly used as a protective agent for carbohydrate derivatives in organic synthesis. It is also used in the synthesis of glycoside derivatives that are enzymatically hydrolyzed to their respective saccharides. Moreover, the compound is employed to protect biological systems from oxidative damage during scientific experiments.
Current State of Research
Research on D-Galactose diethyldithioacetal is ongoing, with studies exploring its potential therapeutic uses in various fields, including diabetes, neurodegenerative diseases, and inflammatory conditions.
Potential Implications in Various Fields of Research and Industry
D-Galactose diethyldithioacetal may have potential implications in several fields of research, including organic synthesis, medicinal chemistry, and biotechnology. It may also have industrial applications as an antioxidant agent.
Limitations and Future Directions
The use of D-Galactose diethyldithioacetal in various applications is limited by its low solubility in water. Future directions for research could include improving the solubility of the compound to enhance its potential applications. Other future directions could include investigating the compound's potential uses in agricultural science, cancer treatment, and environmental sciences.
In conclusion, D-Galactose diethyldithioacetal is an organic compound with several potential applications in various fields of research and industry. Its physical and chemical properties, synthesis and characterization, and biological properties make it a valuable compound in organic synthesis and scientific experiments. However, further research is necessary to explore its full potential and limitations in various applications.
CAS Number | 5463-33-2 |
Product Name | D-Galactose diethyldithioacetal |
IUPAC Name | (2S,3R,4R,5S)-6,6-bis(ethylsulfanyl)hexane-1,2,3,4,5-pentol |
Molecular Formula | C10H22O5S2 |
Molecular Weight | 286.41 |
InChI | InChI=1S/C10H22O5S2/c1-3-16-10(17-4-2)9(15)8(14)7(13)6(12)5-11/h6-15H,3-5H2,1-2H3/t6-,7+,8+,9-/m0/s1 |
InChI Key | BTOYCPDACQXQRS-KDXUFGMBSA-N |
SMILES | CCSC(C(C(C(C(CO)O)O)O)O)SCC |
CAS No: 5463-33-2 MDL No: MFCD00069630 Chemical Formula: C10H22O5S2 Molecular Weight: 286.41 |
References: 1. Lipták M, Dinya Z, Sztaricskai FJ, Litkei G, Jekö J, Org. Mass Spectrom. Vol 27, 11, 1271-1275 |
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