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    219819-74-6

    Catalog No. EBD2221896

    CAS 219819-74-6

    Name N-Boc-R-Cyclopentylalanine

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    Basic Information

    Synonyms: Cyclopentanepropanoicacid,α-[[(1,1-dimethylethoxy)carbonyl]amino]-,(αR)-

    Molecular Formula: C13H23NO4

    Molecular Weight: 257.33

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    N-Boc-R-Cyclopentylalanine is a chiral, non-natural amino acid derivative featuring a cyclopentyl side chain and a tert-butoxycarbonyl (Boc) protecting group on the amine functionality. Its molecular formula is C13H25NO4, and it is characterized by its specific (R)-configuration at the alpha carbon. This compound is primarily employed as a key chiral building block in the synthesis of peptide-based pharmaceuticals and bioactive molecules. The Boc group serves as a standard, acid-labile protecting group for amines during solid-phase peptide synthesis (SPPS) and solution-phase peptide coupling reactions, allowing for selective deprotection under mild acidic conditions. The cyclopentylalanine moiety is a valuable structural motif used to modulate the lipophilicity, conformational rigidity, and receptor binding affinity of target peptides, making it relevant in drug discovery programs targeting various diseases. As a protected amino acid, it is a staple reagent in medicinal chemistry and peptide research. It is typically handled under standard laboratory conditions, and its quality is critical for ensuring the fidelity and yield of the final synthetic peptide products.
    Physical Properties

    Density: 1.105

    mg g kg ml l t