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    190447-69-9

    Catalog No. EBD2208315

    CAS 190447-69-9

    Name tert-butyl 4-amino-2(S)-tert-butoxycarbonylaminobutyrate

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    Basic Information

    Synonyms: boc-alpha,gamma-diaminobutyricacid-otbuhcl boc-dab-otbuhcl boc-l-2,4-diaminobutyricacidt-butylesterhydrochloride n-alpha-t-butoxycarbonyl-diaminobutyricacid-alpha-t-butylesterhydrochloride boc-dab-otbu·oxalate boc-dab-otbu butanoicacid,4-amino-2-[[(1,1-dimethylethoxy)carbonyl]amino]-,1,1-dimethylethylester,(2s)- (s)-2-tert-butoxycarbonylamino-4-aminobutyricacidtert-butylester tert-butyl4-amino-2(S)-tert-butoxycarbonylaminobutyrate Boc-Dab-OtBu.HCl

    Molecular Formula: C13H26N2O4

    Molecular Weight: 274.36

    MDL Number: MFCD02259473

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    (S)-2-((tert-Butoxycarbonyl)amino)-4-aminobutanoic acid tert-butyl ester is a protected derivative of the non-proteinogenic amino acid L-2,4-diaminobutyric acid (L-DABA). It features orthogonal protecting groups: a tert-butyloxycarbonyl (Boc) group on the α-amino function and a tert-butyl (t-Bu) ester on the carboxylic acid. This specific protection scheme makes it a versatile and valuable chiral building block in organic synthesis, particularly for the preparation of peptides and peptide mimetics. Its primary application is in pharmaceutical research and development as a key intermediate for constructing complex molecules. The presence of two amino groups allows for selective functionalization, enabling its incorporation into drug candidates. It is notably used in the synthesis of various biologically active compounds, including enzyme inhibitors and potential therapeutics targeting specific biological pathways. The Boc and t-Bu ester protecting groups are stable under many reaction conditions and can be removed under mild acidic conditions, facilitating further synthetic transformations. As a protected form of L-DABA, it serves as a crucial precursor for introducing this specific diamine structural motif. This motif is of significant interest in medicinal chemistry for modulating the pharmacokinetic and pharmacodynamic properties of peptide-based drugs, such as enhancing metabolic stability or altering receptor binding affinity.
    Physical Properties
    mg g kg ml l t