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    79777-82-5

    Catalog No. EBD2328260

    CAS 79777-82-5

    Name N-(tert-Butoxycarbonyl)-L-neopentylglycine

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    Basic Information

    Synonyms: Boc-beta-t-butyl-L-alanine N-(tert-butoxycarbonyl)-4-methyl-L-leucine Boc-L-beta-t-butylalanine Boc-L-neopentylglycine

    Molecular Formula: C12H23NO4

    Molecular Weight: 245.32

    MDL Number: MFCD00237540

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

    Product Description:
    N-(tert-Butoxycarbonyl)-L-neopentylglycine is a non-natural, sterically hindered amino acid derivative. Its structure features an L-configuration, a neopentyl (tert-butylmethyl) side chain, and a tert-butoxycarbonyl (Boc) protecting group on the alpha-amino nitrogen. This combination imparts unique steric and electronic properties, making it a valuable chiral building block. This compound is primarily employed in the pharmaceutical industry as a key intermediate in the synthesis of peptide-based drugs and peptidomimetics. The bulky neopentyl side chain is often introduced to enhance metabolic stability, modulate lipophilicity, or induce specific conformational constraints in the target peptide. The Boc group is a standard, acid-labile protecting group for amines, facilitating selective deprotection during solid-phase or solution-phase peptide synthesis. Its application is crucial in medicinal chemistry research for developing novel therapeutic agents, particularly in areas requiring modified peptide backbones to improve pharmacokinetic profiles or receptor selectivity. As a specialized, non-proteinogenic amino acid, it is not a commodity chemical but a high-value research and development material.
    Physical Properties

    Boiling Point: 364.4°C at 760 mmHg

    Flash Point: 174.2°C

    Density: 1.048g/cm3

    mg g kg ml l t