69739-34-0 | Tert-butyldimethylsilyl trifluoromethanesulfonate

CAS:69739-34-0 | Tert-butyldimethylsilyl trifluoromethanesulfonate ,Description

Tert-butyldimethylsilyl trifluoromethanesulfonate (TBDMS-Tf) is an organosilicon compound that is often used as a reagent in organic synthesis. It is a colorless liquid that is soluble in many organic solvents, such as ether, acetone, and chloroform. It is also soluble in water, but with a higher boiling point than most organic solvents. TBDMS-Tf has a variety of applications in organic synthesis, including the synthesis of a wide range of compounds, such as amines, alcohols, and other organosilicon compounds.
 

Scientific Research Applications

• Protection of the Tertiary Hydroxy Group: TBSOTf is used for the protection of tertiary hydroxy groups. This process involves adding TBSOTf to a solution containing the hydroxy compound and a base, like 2,6-Lutidine, in a solvent like dichloromethane. The reaction is typically monitored by UPLC and the product is purified by column chromatography.
• t-Butyldimethylsilylation of Alcohols: TBS reagents, including TBSOTf, are used for the protection of hydroxyl groups in alcohols. This method is crucial in synthetic chemistry, particularly in the synthesis of complex organic molecules, where selective protection and deprotection of functional groups are required.
• TBSOTf-promoted Umpolung C―C Coupling of Nitro Compounds: TBSOTf is used to promote the C-C coupling of nitro compounds. This process is a significant method in organic synthesis, enabling the formation of carbon-carbon bonds in a variety of chemical compounds.

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