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    201484-12-0

    Catalog No. EBD9714

    CAS 201484-12-0

    Name (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-aminobutanoic acid

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    Basic Information

    Synonyms: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-aminobutanoicacid Fmoc-D-Dab-OH

    Molecular Formula: C19H20N2O4

    Molecular Weight: 340.37

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

    Product Description:
    (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-aminobutanoic acid is a non-proteinogenic amino acid derivative. It features a chiral center at the α-carbon (R-configuration) and contains two amino groups: one protected by the acid-labile 9-fluorenylmethoxycarbonyl (Fmoc) group, and a free primary amino group on the side chain. The molecule also possesses a carboxylic acid functionality. This structure makes it a versatile building block in synthetic chemistry, particularly in the field of peptide science. This compound is primarily used as a specialized amino acid building block in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. The free side-chain amino group allows for the introduction of an additional positive charge or a site for further chemical modification, enabling the synthesis of peptides with enhanced properties, such as improved solubility, altered bioactivity, or for conjugation purposes. It is crucial for incorporating the unnatural amino acid (R)-2,4-diaminobutanoic acid (Dab) into peptide sequences, which is valuable in medicinal chemistry for developing peptide-based drugs, enzyme inhibitors, and biochemical probes. The Fmoc-protected α-amino group ensures compatibility with standard SPPS protocols, while the orthogonal protection scheme (Fmoc on α-NH2, side-chain NH2 free) provides flexibility for selective deprotection and derivatization. Its applications extend to the synthesis of peptidomimetics and constrained peptides for pharmaceutical research and development.
    Physical Properties

    Boiling Point: 593.654 °C at 760 mmHg

    Flash Point: 312.831 °C

    Density: 1.294 g/cm3

    mg g kg ml l t