Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

    OK
    Get Quote Login
    205524-46-5

    Catalog No. EBD6387

    CAS 205524-46-5

    Name tert-butyl D-pyroglutamate

    Get Quote
    Basic Information

    Synonyms: tert-butyl(2R)-5-oxopyrrolidine-2-carboxylate tert-Butyl5-oxo-D-prolinate D-PyroglutamicAcidTert-ButylEster tert-butylD-pyroglutamate

    Molecular Formula: C9H15NO3

    Molecular Weight: 185.22

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

    Product Description:
    D-tert-Butyl pyroglutamate is a chiral, non-natural amino acid derivative. Its structure features a pyroglutamic acid (5-oxoproline) core, where the carboxylic acid group is protected as a tert-butyl ester. This specific stereochemistry (D-configuration) is crucial for its applications. This compound serves as a key chiral building block and intermediate in pharmaceutical synthesis. It is prominently used in the preparation of various bioactive molecules and active pharmaceutical ingredients (APIs), particularly those targeting the central nervous system. Its rigid, constrained pyrrolidone ring system is valuable for constructing peptidomimetics and modulating the pharmacokinetic properties of drug candidates. As a protected amino acid derivative, it is a versatile synthon in organic chemistry, facilitating peptide coupling reactions and the introduction of the D-pyroglutamate moiety into more complex molecular architectures. The tert-butyl ester protecting group is stable under many reaction conditions and can be selectively removed under acidic conditions.
    Physical Properties

    Boiling Point: 319.192 °C at 760 mmHg

    Flash Point: 146.842 °C

    Density: 1.1 g/cm3

    mg g kg ml l t