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    762233-34-1

    Catalog No. EBD3728147

    CAS 762233-34-1

    Name (2S,4R)-4-amino-1,2-Pyrrolidinedicarboxylic acid, 2-methyl 1-(phenylmethyl) ester

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    Basic Information

    Synonyms: 1-benzyl2-methyl(2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate

    Molecular Formula: C14H18N2O4

    Molecular Weight: 278.3

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

    Product Description:
    (2S,4R)-4-amino-1,2-Pyrrolidinedicarboxylic acid, 2-methyl 1-(phenylmethyl) ester is a chiral, non-proteinogenic amino acid derivative featuring a pyrrolidine ring. It is characterized by its (2S,4R) stereochemistry, which is crucial for its biological activity and application in peptide mimicry. The compound contains both a protected amino group and a methyl ester, making it a versatile building block for chemical synthesis. This compound is primarily used as a key intermediate in the synthesis of peptidomimetics and constrained peptides. Its rigid pyrrolidine scaffold is employed to induce specific secondary structures, such as turns or helices, in designed peptide sequences, thereby enhancing their metabolic stability and binding affinity towards biological targets like proteases or receptors. It finds significant application in medicinal chemistry for the development of novel therapeutic agents, particularly in areas involving protease inhibition. As a specialized chiral synthon, it is not a commodity chemical but a high-value research material. Its synthesis and handling require expertise in stereoselective chemistry. The benzyl and methyl ester protecting groups are typically manipulated in subsequent synthetic steps to incorporate this building block into more complex molecular architectures.
    Physical Properties
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