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    42417-70-9

    Catalog No. EBD2207372

    CAS 42417-70-9

    Name Z-N-Me-Asp(OtBu)-OH·DCHA

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    Basic Information

    Synonyms: L-Asparticacid,N-methyl-N-[(phenylmethoxy)carbonyl]-,4-(1,1-dimethylethyl)ester Z-N-Me-Asp(OtBu)-OH·DCHA Z-N-Me-Asp(OtBu)-OH.DCHA Z-N-Me-Asp(Otbu)-OhDcha

    Molecular Formula: C17H23NO6

    Molecular Weight: 337.37

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    Z-N-Me-Asp(OtBu)-OH·DCHA is a protected aspartic acid derivative, specifically an N-methylated and side-chain tert-butyl ester protected form with a benzyloxycarbonyl (Z) group on the amine. It is supplied as a dicyclohexylamine (DCHA) salt to enhance stability and crystallinity. This compound is a non-natural, sterically hindered amino acid building block. Its primary application is in the field of peptide chemistry and medicinal chemistry as a specialized synthetic intermediate. It is used in the solid-phase and solution-phase synthesis of modified peptides, particularly for introducing N-methylated aspartic acid residues. N-methylation is a key strategy to improve the metabolic stability, membrane permeability, and bioavailability of peptide-based drug candidates, making this compound valuable for developing peptide therapeutics and peptidomimetics. The Z group provides orthogonal protection for the α-amino group, while the OtBu group protects the side-chain carboxylic acid, allowing for selective deprotection and sequential coupling in complex peptide assembly. Its use is critical in research focused on creating constrained peptide structures with enhanced pharmacological properties.
    Physical Properties
    mg g kg ml l t