Description

Description

3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate (CAS No. 217813-03-1) is a high-purity organosilicon reagent with the molecular formula C₁₁H₁₅F₃O₄SSi. This compound is a versatile triflate ester derivative featuring a methoxy-substituted phenyl ring and a trimethylsilyl (TMS) protecting group, making it highly valuable in advanced organic synthesis and cross-coupling reactions. The trifluoromethanesulfonate (triflate) group serves as an excellent leaving group, enabling efficient nucleophilic substitution and transition metal-catalyzed transformations. This reagent is particularly useful in the preparation of complex aromatic systems, pharmaceuticals, and specialty chemicals. Supplied as a neat liquid or solution, it is rigorously tested for purity (typically ??95% by GC or HPLC) and stored under inert conditions to ensure stability. Suitable for use in Grignard reactions, Suzuki-Miyaura couplings, and other palladium-catalyzed processes.

Application

3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate is widely employed as a key intermediate in the synthesis of bioactive molecules and functional materials. Its triflate group facilitates palladium-catalyzed cross-coupling reactions, such as Negishi or Stille couplings, to construct biaryl scaffolds. The TMS moiety can act as a protective group or be utilized in subsequent desilylation reactions. Researchers also use this compound to study steric and electronic effects in aromatic systems due to its unique substitution pattern. It is particularly valuable in medicinal chemistry for modifying phenyl ring-containing drug candidates.

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