3-(tert-Butyldimethylsilyloxy)glutaric anhydride

99 %

Reagent Code: #63659
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CAS Number 91424-40-7

blur_circular Chemical Specifications

scatter_plot Molecular Information
Weight 244.36 g/mol
Formula C₁₁H₂₀O₄Si
badge Registry Numbers
MDL Number MFCD00075235
thermostat Physical Properties
Melting Point 79-81°C (Lit.)
inventory_2 Storage & Handling
Storage 2-8℃, dry

description Product Description

3-(tert-Butyldimethylsilyloxy)glutaric anhydride is a specialized intermediate in organic synthesis, featuring a protected hydroxyl group at the 3-position via a tert-butyldimethylsilyl (TBDMS) ether. This protection allows selective reactivity at the anhydride functionality, which can undergo ring-opening reactions with nucleophiles such as amines, alcohols, or thiols to form glutaramides, half-esters, or thioesters while keeping the hydroxyl shielded. It is particularly valuable in the multi-step synthesis of pharmaceuticals, agrochemicals, and complex natural product analogs, where precise control over functional group reactivity is essential. The TBDMS group provides stability under a wide range of conditions and can be deprotected under mild acidic conditions (e.g., with TBAF or HCl) to reveal the free hydroxyl, facilitating further elaboration of the molecule.

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Test Parameter Specification
Appearance Solid
Purity 99-100
Melting Point 75-85

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Size Availability Unit Price Quantity
inventory 1g
10-20 days ฿4,550.00
inventory 5g
10-20 days ฿13,600.00

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