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    267230-44-4

    Catalog No. EBD328000

    CAS 267230-44-4

    Name (3R,4S)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid

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    Basic Information

    Synonyms: (3R,4S)-1-(tert-butoxycarbonyl)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pyrrolidine-3-carboxylicacid (3R,4S)-1-Boc-4-Fmoc-amino-3-pyrrolidinecarboxylicacid 267230-44-4 (3R,4S)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylicacid

    Molecular Formula: C25H28N2O6

    Molecular Weight: 452.5

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

    Product Description:
    (3R,4s)-1-Boc-4-Fmoc-amino-3-pyrrolidinecarboxylic acid is a chiral, orthogonally protected pyrrolidine derivative. It serves as a crucial non-proteinogenic amino acid building block in solid-phase peptide synthesis (SPPS). The molecule features a Boc (tert-butoxycarbonyl) group protecting the ring nitrogen and an Fmoc (9-fluorenylmethoxycarbonyl) group protecting the exocyclic amino group, allowing for sequential deprotection and selective chain elongation. Its primary application is in the synthesis of peptidomimetics and constrained peptides for pharmaceutical research. The rigid, cyclic structure of the pyrrolidine ring introduces conformational constraints into peptide backbones, which is a key strategy for enhancing metabolic stability, improving receptor selectivity, and increasing the bioavailability of potential therapeutic peptides. This compound is specifically valuable for constructing peptide-based drug candidates targeting various diseases. As a specialty building block, it is not a commodity chemical but a high-value research reagent. Its synthesis and use require expertise in peptide chemistry. Proper handling and storage under inert atmosphere are recommended due to the sensitivity of the protecting groups.
    Physical Properties

    Boiling Point: 650.2°Cat760mmHg

    Flash Point: 347°C

    Density: 1.33g/cm3

    mg g kg ml l t