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    109745-15-5

    Catalog No. EBD251

    CAS 109745-15-5

    Name N-(9-Fluorenylmethyloxycarbonyl)-D-glutamic acid 1-tert-butyl ester

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    Basic Information

    Synonyms: Fmoc-D-Glu-OtBu Fmoc-D-GlutamicAcid-Alpha-T-ButylEster Fmoc-D-GlutamicAcid-Otbu N-Alpha-Fmoc-D-GlutamicAcidAlpha-T-ButylEster N-Alpha-(9-Fluorenylmethyloxycarbonyl)-D-Glutamic-AcidAlphaT-ButylEster N-Alpha-(9-Fluorenylmethoxycarbonyl)-D-GlutamicAcidAlpha-T-ButylEster (4R)-5-Tert-Butoxy-4-{[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Amino}-5-OxopentanoicAcid(Non-PreferredName) N-(9-Fluorenylmethyloxycarbonyl)-D-glutamicacid1-tert-butylester N-Alpha-(9-Fluorenylmethoxycarbonyl)-D-GlutamicAcidAlpha-T-ButylEste

    Molecular Formula: C24H27NO6

    Molecular Weight: 425.47

    MDL Number: MFCD00077054

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

    Product Description:
    (R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid is a specialized Fmoc-protected amino acid derivative. Its structure features a glutamic acid backbone where the α-amino group is protected by the base-labile 9-fluorenylmethoxycarbonyl (Fmoc) group, and the γ-carboxylic acid side chain is protected as a tert-butyl ester. This configuration makes it a chiral, protected building block. This compound is primarily used as a key intermediate in solid-phase peptide synthesis (SPPS) employing the Fmoc strategy. The Fmoc group allows for orthogonal deprotection under mild basic conditions, while the tert-butyl ester on the side chain provides acid-labile protection, enabling selective deprotection during peptide chain assembly and final cleavage from the resin. It is specifically valuable for introducing glutamic acid residues with a protected side chain into peptide sequences, which is crucial for synthesizing peptides containing glutamic acid that require further modification or to prevent side reactions during synthesis. Its application is almost exclusively within the field of peptide chemistry and pharmaceutical research for the development of therapeutic peptides, peptide hormones, and research tools. Handling requires standard precautions for laboratory chemicals.
    Physical Properties
    Analytical Data

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