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    87694-49-3

    Catalog No. EBD2222827

    CAS 87694-49-3

    Name (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate

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    Basic Information

    Synonyms: (S)-tert-Butyl(1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate boc-l-alaninen-methoxy-n-methylamide boc-ala-n(och3)ch3 n-alpha-t-boc-l-alaninen-methoxy-n-methylamide n-(tert-butoxycarbonyl)-l-alaninen'-methoxy-n'-methylamide n-(tert-butoxycarbonyl)-l-alaninen'-methoxy-n'-m (s)-tert-butyl1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate carbamicacid,n-[(1s)-2-(methoxymethylamino)-1-methyl-2-oxoethyl]-,1,1-dimethylethylester t-butyln-{(1s)-2-[methoxy(methyl)amino]-1-methyl-2-oxoethyl}carbamate N-(tert-Butoxycarbonyl)-L-alanineN-methoxy-N-methylamide

    Molecular Formula: C10H20N2O4

    Molecular Weight: 232.28

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Synthetic Chemistry > Basic Synthetic Reagents > Protecting and Deprotecting Reagents

    Product Description:
    N-(tert-Butoxycarbonyl)-L-alanine N'-methoxy-N'-methylamide, with CAS number 87694-49-3, is a protected amino acid derivative. It features a tert-butoxycarbonyl (Boc) group protecting the amine functionality of L-alanine, while the carboxylic acid is converted into a Weinreb amide (N-methoxy-N-methylamide). This specific combination of protecting groups makes it a versatile building block in synthetic chemistry. The primary application of this compound is as a key intermediate in the synthesis of peptides and other bioactive molecules, particularly in pharmaceutical research. The Boc group is a standard, acid-labile protecting group for amines, allowing for orthogonal deprotection strategies in multi-step syntheses. The Weinreb amide moiety is crucial as it acts as a stable acylating agent that can be selectively reduced to aldehydes or reacted with organometallic reagents (e.g., Grignard or organolithium reagents) to yield ketones without over-addition, providing precise control over molecular construction. Due to these properties, it is extensively used in medicinal chemistry for the preparation of complex target molecules, including potential drug candidates and natural product analogs. Its role is firmly established in the toolbox of peptide mimetics and small molecule drug discovery, where controlled carbonyl group manipulation is required.
    Physical Properties

    Melting Point: 148-153 °C(lit.)

    Density: 1.07 g/cm3

    mg g kg ml l t