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    51537-21-4

    Catalog No. EBD40372

    CAS 51537-21-4

    Name DL-3-(t-Butoxy)alanine t-butyl ester hydrochloride

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    Basic Information

    Synonyms: O-tert-butyl-L-serinetert-butylesterhydrochloride H-Ser(But)-OBut*HCl H-Ser(tBu)-OtBuHCl L-(O-tert-Bu)-Ser-O-tert-BuHCl Ser(tBu)-OtBu.HCl tert-butylO-tert-butylserinate H-Ser(tBu)-OtBu·HCl O-tert-Butylserinetert-butylesterhydrochloride DL-3-(t-Butoxy)alaninet-butylesterhydrochloride

    Molecular Formula: C11H24ClNO3

    Molecular Weight: 253.77

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

    Product Description:
    DL-3-(t-Butoxy)alanine t-butyl ester hydrochloride is a protected derivative of the amino acid alanine. It features both the amino group and the carboxylic acid group protected as the tert-butyl ester and tert-butyl ether, respectively, making it a versatile chiral building block in organic synthesis. The hydrochloride salt form enhances its stability and handling properties. This compound is primarily employed as a key chiral intermediate in the synthesis of complex pharmaceutical molecules. Its protected serine-like structure makes it valuable for constructing peptide mimetics and other bioactive compounds where the introduction of a β-alkoxy alanine moiety is required. It is particularly useful in medicinal chemistry for the development of protease inhibitors and other therapeutic agents. As a protected amino acid derivative, it serves as a crucial synthon in solid-phase peptide synthesis (SPPS) and solution-phase methodologies. The tert-butyl protecting groups are orthogonal to many other common protecting groups and can be cleaved under relatively mild acidic conditions, allowing for selective deprotection in multi-step syntheses.
    Physical Properties

    Boiling Point: 318.4 °C at 760 mmHg

    Flash Point: 146.4 °C

    Density: 0.969g/cm3

    Storage: Store at 0-5°C

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