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    81658-25-5

    Catalog No. EBD860876

    CAS 81658-25-5

    Name (S)-1-(tert-butoxycarbonyl)-5-hydroxymethyl-2-pyrrolidinone

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    Basic Information

    Synonyms: tert-Butyl(2S)-2-(hydroxymethyl)-5-oxopyrrolidine-1-carboxylate (S)-1-(tert-butoxycarbonyl)-5-hydroxymethyl-2-pyrrolidinone N-Boc-L-pyroglutaminol

    Molecular Formula: C10H17NO4

    Molecular Weight: 215.25

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    Boc-L-pyroglutaminol is a protected derivative of L-pyroglutamic acid, featuring a Boc (tert-butoxycarbonyl) protecting group on the amine and a reduced carboxylic acid to an alcohol (aminol) functionality. This modification makes it a versatile chiral building block, particularly valuable in peptide and peptidomimetic chemistry. Its primary application is as a key intermediate in the synthesis of complex bioactive molecules. It serves as a crucial precursor for introducing the pyroglutamate (pGlu) moiety, a common N-terminal residue found in numerous neuropeptides and hormones (e.g., TRH, neurotensin). The Boc-protected amine allows for selective deprotection and further chain elongation under standard peptide coupling conditions, while the alcohol group can be further functionalized. This compound is widely used in pharmaceutical research for developing peptide-based drugs and probes targeting central nervous system disorders. Its chiral purity (L-configuration) is essential for maintaining biological activity. It is typically handled as a solid and requires storage under inert conditions to preserve the Boc group's integrity.
    Physical Properties

    Boiling Point: 370.861 °C at 760 mmHg

    Flash Point: 178.09 °C

    Density: 1.182g/cm3

    mg g kg ml l t