tert-Butyldimethyl[((2S)-oxiran-2-yl)methoxy]silane CAS:123237-62-7
Catalog Number | XD95364 |
Product Name | tert-Butyldimethyl[((2S)-oxiran-2-yl)methoxy]silane |
CAS | 123237-62-7 |
Molecular Formula | C9H20O2Si |
Molecular Weight | 188.34 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
t-Butyldimethyl[((2S)-oxiran-2-yl)methoxy]silane, also known as TBDMS ether, is a commonly used protecting group in organic synthesis. This compound has unique effects and applications that make it an essential tool in the preparation of complex molecules.One of the main effects of TBDMS ether is its ability to protect sensitive functional groups during organic reactions. The presence of the tert-butyldimethylsilyl (TBDMS) group on the oxiranyl moiety allows it to selectively mask reactive hydroxyl groups (-OH) or other nucleophilic sites. By adding TBDMS ether to a molecule, these groups are shielded from unwanted reactions, ensuring that the desired chemical transformations occur at other sites. This protection strategy allows for the synthesis of complex molecules without interfering with the sensitive functional groups.The protecting effect of TBDMS ether can be easily removed when desired. Mild acidic conditions, typically using a solution of fluoride ions, can cleave the TBDMS group, restoring the original unmodified functionality. This process, known as deprotection, allows for the recovery of the original hydroxyl groups or other functional groups for further synthetic manipulations. The selective and reversible protection offered by TBDMS ether is crucial in the synthesis of natural products, pharmaceuticals, and other complex organic compounds.Another effect of TBDMS ether is its volatility and stability. This compound is relatively volatile and can be easily removed via evaporation under reduced pressure or simple distillation. The stability of TBDMS ether allows for its storage and handling under standard laboratory conditions without significant degradation, making it a practical choice for protecting groups. Moreover, its stability enables the use of various organic and inorganic reagents and conditions without affecting the protected molecule.TBDMS ether also exhibits solubility in various organic solvents, which facilitates its use in a wide range of reactions. Researchers can readily introduce and remove the TBDMS group in various solvents, ensuring compatibility with the reaction conditions and allowing for convenient manipulations during synthesis.In summary, t-Butyldimethyl[((2S)-oxiran-2-yl)methoxy]silane, or TBDMS ether, offers valuable effects and applications in organic synthesis. Its ability to selectively protect functional groups and its easily removable nature make it a valuable tool in the construction of complex molecules. The volatile and stable properties of TBDMS ether, along with its solubility in various solvents, further enhance its utility in organic synthesis. Overall, TBDMS ether plays a crucial role in modern synthetic chemistry, allowing for efficient and selective functional group transformations.