Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

    OK
    Get Quote Login
    549534-58-9

    Catalog No. EBD2211505

    CAS 549534-58-9

    Name (2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-(((allyloxy)carbonyl)amino)pyrrolidine-2-carboxylic acid

    Get Quote
    Basic Information

    Molecular Formula: C24H24N2O6

    Molecular Weight: 436.46

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

    Product Description:
    (2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-(((allyloxy)carbonyl)amino)pyrrolidine-2-carboxylic acid is a non-proteinogenic amino acid derivative featuring a pyrrolidine ring. It is a chiral building block with two orthogonal protecting groups: the Fmoc (9-fluorenylmethoxycarbonyl) group on the nitrogen and the Alloc (allyloxycarbonyl) group on the side-chain amine. This specific stereochemistry (2R,4S) is crucial for its intended applications. This compound is primarily employed as a key intermediate in solid-phase peptide synthesis (SPPS). The pyrrolidine-2-carboxylic acid scaffold serves as a proline analog or a constrained amino acid to introduce conformational rigidity into peptide sequences, which can enhance metabolic stability, receptor selectivity, and biological activity. The orthogonal protection strategy (Fmoc/Alloc) allows for selective deprotection and sequential chain elongation, making it a valuable tool for constructing complex peptides and peptidomimetics in drug discovery. Its applications extend to the synthesis of peptide-based active pharmaceutical ingredients (APIs) and the development of novel therapeutic agents targeting various diseases. The compound is handled as a fine chemical under standard laboratory safety protocols.
    Physical Properties
    mg g kg ml l t