(2-Bromophenethoxy)(tert-butyl)dimethylsilane
98%
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description Product Description
(2-Bromophenethoxy)(tert-butyl)dimethylsilane is a tert-butyldimethylsilyl (TBDMS) protected derivative of 2-(2-bromophenyl)ethanol, used in organic synthesis, particularly in pharmaceutical and natural product synthesis. The silyl ether group provides stability under various reaction conditions, such as mild to moderate basic conditions and certain oxidations, while allowing selective deprotection with fluoride sources like tetrabutylammonium fluoride (TBAF). The 2-bromo substituent on the phenyl ring serves as a versatile handle for further transformations, including cross-coupling reactions (e.g., Suzuki or Sonogashira). Commonly employed to mask reactive hydroxyl groups during multi-step syntheses, especially in the construction of complex molecules where functional group compatibility is critical. Its steric bulk helps reduce unwanted side reactions at the protected site. Frequently utilized in the synthesis of bioactive compounds, including steroids, alkaloids, and prostaglandins.
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