tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane
98%
Reagent
Code: #147701
CAS Number
118736-04-2
science Other reagents with same CAS 118736-04-2
blur_circular Chemical Specifications
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Molecular Information
Weight
282.46 g/mol
Formula
C₁₅H₂₆O₃Si
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Storage & Handling
Storage
Room temperature, dry
description Product Description
This compound, tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane, is a protected intermediate in organic synthesis. It features a phenolic hydroxyl group from 4-hydroxybenzaldehyde protected as a tert-butyldimethylsilyl (TBDMS) ether and the aldehyde functionality safeguarded as a dimethyl acetal. The bulky TBDMS group offers high stability against strong bases, nucleophiles, and various reaction conditions, enabling selective transformations in multi-step syntheses. The acetal protection prevents unwanted reactivity of the carbonyl. Deprotection of the silyl group occurs under mild acidic conditions without affecting the acetal or other sensitive moieties. It is commonly used in the synthesis of complex natural products, pharmaceuticals, and other bioactive molecules where orthogonal protection strategies are essential.
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