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    632-11-1

    Catalog No. EBD2208234

    CAS 632-11-1

    Name (2R)-isoserine

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    Basic Information

    Synonyms: (R)-3-amino-2-hydroxy-propanoicacid (2R)-isoserine (R)-Isoserine (2R)-3-ammonio-2-hydroxypropanoate

    Molecular Formula: C3H7NO3

    Molecular Weight: 105.09

    MDL Number: MFCD05863991

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

    Product Description:
    (R)-Isoserine, also known as (R)-2-Amino-3-hydroxypropanoic acid, is a non-proteinogenic amino acid. It is a stereoisomer of the naturally occurring L-serine, featuring a hydroxyl group at the β-position relative to the amino and carboxyl groups. This specific chiral configuration makes it a valuable building block in organic and medicinal chemistry. Its primary significance lies in its role as a key chiral synthon for the synthesis of various biologically active compounds. (R)-Isoserine is notably used in the preparation of β-lactam antibiotics, such as certain carbapenems and penems, where its structure serves as a crucial component of the core ring system. It is also employed in the synthesis of enzyme inhibitors, peptide mimetics, and other pharmaceutical intermediates that require a chiral β-hydroxy-α-amino acid scaffold. Due to its specific stereochemistry and functional groups, (R)-Isoserine is considered a specialty chemical primarily for research and development in pharmaceutical synthesis rather than a bulk commodity. Its handling requires standard precautions for amino acids.
    Physical Properties

    Boiling Point: 386.6 °C at 760 mmHg

    Flash Point: 187.6 °C

    Density: 1.415 g/cm3

    mg g kg ml l t