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    172793-31-6

    Catalog No. EBD2220839

    CAS 172793-31-6

    Name (R)-Di-tert-butyl 2-aminopentanedioate hydrochloride

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    Basic Information

    Synonyms: H-D-Glu(OtBu)-OtBu·HCl (R)-Di-tert-butyl2-aminopentanedioatehydrochloride h-d-glu(otbu)-otbuhcl d-glutamicacid-alpha,gamma-di-t-butylesterhydrochloride d-glutamicaciddi-t-butylesterhydrochloride d-glutamicacid(otbu)-otbuhcl h-d-glu(otbu)-otbu d-glutamicacid,di-tert-butylesterhcl

    Molecular Formula: C13H26ClNO4

    Molecular Weight: 295.8

    MDL Number: MFCD00237068

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

    Product Description:
    (R)-Di-tert-butyl 2-aminopentanedioate hydrochloride is a chiral, protected derivative of D-glutamic acid. It features a free amino group and a fully protected dicarboxylic acid side chain in the form of di-tert-butyl esters, making it a versatile building block for peptide synthesis and medicinal chemistry. This compound is primarily used as a key chiral intermediate in the synthesis of various pharmaceutical agents and bioactive peptides. Its specific stereochemistry (D-configuration) is crucial for constructing peptides with desired biological activity or metabolic stability. It is particularly valuable in the research and development of peptide-based drugs and enzyme inhibitors where the incorporation of D-amino acids is required to modulate properties such as proteolytic stability and receptor selectivity. The tert-butyl ester protecting groups are stable under many reaction conditions but can be readily cleaved under acidic conditions, allowing for selective deprotection and further functionalization of the glutamic acid side chain. This makes it a fundamental reagent in solid-phase peptide synthesis (SPPS) and the construction of complex molecular architectures.
    Physical Properties
    mg g kg ml l t