3,4,5-Tris[(trimethyl silyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}tetrahydro-2H-pyron-2-one
CAS 32384-65-9
CAS · 32384-65-9
Product Overview
3,4,5-Tris[(trimethyl silyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}tetrahydro-2H-pyron-2-one is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Main peak purity: | 95% min |
|---|---|
| Any single impurity: | 2% max |
| Total impurities: | 5% max |
| Identity test of GC: | The retention time of the major peak in the chromatogram obtained with the test solution should match with that of the major peak in the chromatogram obtained with the standard solution in the test for related substances by GC |
| Water: | 0.5% max |
Applications
3,4,5-Tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}tetrahydro-2H-pyran-2-one is a multifunctional organosilicon compound widely utilized as an intermediate in complex organic synthesis. It is primarily used as a protecting-group reagent or precursor in carbohydrate, nucleoside, and natural product chemistry, where its multiple trimethylsilyl (TMS) substituents help protect hydroxyl groups during multistep reactions. Additionally, it serves as a functional building block in materials science, especially in the modification of surfaces, silicon-based polymers, and coatings, where its silylated structure imparts hydrophobicity and chemical stability. In pharmaceutical and fine chemical synthesis, it enables precise structural modifications of lactone frameworks and facilitates selective functionalization under mild reaction conditions.
Benefits
The compound offers excellent stability and high reactivity in organic synthesis due to its trimethylsilyl-protected hydroxyl groups, which can be easily removed under controlled conditions. This makes it particularly useful for stepwise synthesis where temporary protection of reactive hydroxyl sites is essential. Its structure provides enhanced solubility in non-polar solvents, reduces side reactions, and improves overall yield in multistage synthesis. Furthermore, the silyl groups contribute to better handling, low volatility, and resistance to hydrolysis before intentional deprotection, ensuring high efficiency in synthetic operations.
Conclusion
3,4,5-Tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}tetrahydro-2H-pyran-2-one is an essential reagent in advanced organic and organosilicon chemistry. Its multifunctional silyl protection and adaptable reactivity make it a preferred choice for chemists engaged in the synthesis of complex molecules, ensuring precision, stability, and improved control throughout the reaction process.
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