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    745011-75-0

    Catalog No. EBD733223

    CAS 745011-75-0

    Name N-(t-butyloxycarbonyl)-D-homoserine

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    Basic Information

    Synonyms: D-Homoserine,N-[(1,1-dimethylethoxy)carbonyl]- D-Homoserine,N-[(1,1-dimethylethoxy)carbonyl]-(9CI) Boc-D-homoserine N-(t-butyloxycarbonyl)-D-homoserine

    Molecular Formula: C9H17NO5

    Molecular Weight: 219.24

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    N-Boc-D-homoserine is a chiral, non-proteinogenic amino acid derivative. It features a homoserine backbone (a four-carbon amino acid with a hydroxyl group) in the D-configuration, with the amine functionality protected by a tert-butoxycarbonyl (Boc) group. This protection renders the compound stable under many reaction conditions while allowing for selective deprotection under acidic conditions. This compound serves as a crucial chiral building block in pharmaceutical synthesis. Its primary application is in the preparation of complex bioactive molecules, particularly as a key intermediate for novel antibiotics and other therapeutic agents. For instance, it is a vital precursor in the synthesis of certain β-lactam antibiotics and other drug candidates where the D-homoserine moiety is a structural requirement. The Boc-protected amine and the free carboxylic acid and hydroxyl groups provide multiple handles for further chemical modifications, making it a versatile synthon in medicinal chemistry. As a protected amino acid, it is a staple in peptide mimetic and small molecule drug discovery. Its high chiral purity is essential for ensuring the desired biological activity of the final pharmaceutical product. Proper handling requires standard laboratory precautions for handling fine chemicals.
    Physical Properties

    Storage: −20°C

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