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    50595-15-8

    Catalog No. EBD13895

    CAS 50595-15-8

    Name tert-Butyl 2-hydroxyacetate

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    Basic Information

    Synonyms: tert-Butyl2-hydroxyacetate 2-tertiary-Butylglycolate

    Molecular Formula: C6H12O3

    Molecular Weight: 132.16

    MDL Number: MFCD03452739

    Categories: Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters Synthetic Chemistry > Basic Synthetic Reagents > Protecting and Deprotecting Reagents

    Product Description:
    2-(tert-Butoxy)-2-oxoacetic acid, also known as tert-Butyl 2-oxoacetate or tert-Butyl glyoxylate, is a versatile organic building block. Its structure features a reactive glyoxylate moiety (an α-ketoester) protected by a tert-butyl group, which provides stability and influences its reactivity profile. This compound is primarily employed as a key intermediate in organic synthesis. The tert-butyl ester group serves as a common protecting group for carboxylic acids, making this reagent valuable in multi-step syntheses where selective deprotection is required. Its α-ketoester functionality makes it a useful electrophile in various carbon-carbon bond-forming reactions, such as aldol-type additions and nucleophilic substitutions, for the synthesis of α-hydroxy acids, amino acids, and other complex molecules. While not typically a final product, its utility lies in its role as a protected form of glyoxylic acid, facilitating the controlled introduction of the glyoxylate unit into target structures in medicinal chemistry and materials science research.
    Physical Properties
    mg g kg ml l t