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    41088-85-1

    Catalog No. EBD131722

    CAS 41088-85-1

    Name (2R)-4-hydroxy-2-(phenylmethoxycarbonylamino)butanoic acid

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    Basic Information

    Synonyms: CBOHS Carbobenzoxy-D-homoserine Carbobenzoxy-homoserine D-Homoserine,N-((phenylmethoxy)carbonyl)- N-[(benzyloxy)carbonyl]-D-homoserine N-[(benzyloxy)carbonyl]homoserine Cbz-D-homoserine (2R)-2-(benzyloxycarbonylamino)-4-hydroxy-butanoicacid (2R)-4-hydroxy-2-(phenylmethoxycarbonylamino)butanoicacid Carbobenzoxyhomoserine

    Molecular Formula: C12H15NO5

    Molecular Weight: 253.25

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    N-[(Benzyloxy)carbonyl]-D-homoserine is a protected derivative of the non-proteinogenic amino acid D-homoserine. Its structure features a D-homoserine backbone where the α-amino group is protected by a benzyloxycarbonyl (Cbz or Z) group, a common protecting group in peptide synthesis. This compound is a white to off-white crystalline powder. This protected amino acid serves as a crucial chiral building block in the synthesis of complex peptides and peptidomimetics. It is particularly valuable in medicinal chemistry and biochemical research for incorporating the homoserine moiety into target molecules. The D-configuration makes it essential for constructing peptides with specific stereochemistry, which is often required for biological activity or stability against enzymatic degradation. As a specialty amino acid derivative, its primary application lies in pharmaceutical research and development, especially in the synthesis of potential drug candidates, enzyme inhibitors, and bioactive peptide analogs. The Cbz protecting group can be selectively removed under mild hydrogenation conditions, allowing for further chain elongation in solid-phase or solution-phase peptide synthesis.
    Physical Properties

    Boiling Point: 519.9 °C at 760 mmHg

    Flash Point: 268.2 °C

    Density: 1.311 g/cm3

    mg g kg ml l t