tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane

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Reagent Code: #147701
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CAS Number 118736-04-2

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blur_circular Chemical Specifications

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Weight 282.46 g/mol
Formula C₁₅H₂₆O₃Si
inventory_2 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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inventory 1g
10-20 days ฿2,880.00

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tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane
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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 unwant
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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