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    183742-34-9

    Catalog No. EBD35234

    CAS 183742-34-9

    Name 4-Boc-1-Fmoc-2-piperazineacetic acid

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    Basic Information

    Synonyms: 4-Boc-1-Fmoc-2-piperazineaceticacid n-4-boc-n-1-fmoc-2-piperazineaceticacid 1-fmoc-4-boc-piperazine-2-aceticacid 2-carboxymethyl-piperazine-1,4-dicarboxylicacid4-tert-butylester1-(9h-fluoren-9-ylmethyl)ester 1-n-fmoc-4-n-boc-piperazine-2-aceticacid 4-[(9h-fluoren-9-yloxy)carbonyl]-1-(tert-butoxycarbonyl)piperazyl-2-aceticacid (r)-n-1-boc-n-4-fmoc-2-piperazinecarboxylicacid 2-[1-(9H-Fluoren-9-ylmethoxycarbonyl)-4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-2-yl]aceticacid {4-(tert-butoxycarbonyl)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]piperazin-2-yl}acetic

    Molecular Formula: C26H30N2O6

    Molecular Weight: 466.53

    MDL Number: MFCD00674206

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

    Product Description:
    4-Boc-1-Fmoc-2-piperazineacetic acid is a protected piperazine derivative, specifically a piperazine-2-acetic acid scaffold with orthogonal protecting groups: a tert-butyloxycarbonyl (Boc) group on the nitrogen at the 4-position and a fluorenylmethyloxycarbonyl (Fmoc) group on the nitrogen at the 1-position. This dual protection strategy is crucial for its primary application in solid-phase peptide synthesis (SPPS). Its main application is as a key building block for the synthesis of complex peptides and peptidomimetics. The piperazine ring is a privileged scaffold in medicinal chemistry, often incorporated into drug candidates to modulate physicochemical properties, solubility, and biological activity. The presence of the carboxylic acid group allows for further coupling, making this compound a versatile intermediate for constructing peptide backbones or linking pharmacophores. The Fmoc group is selectively removable under mild basic conditions (e.g., piperidine), allowing for sequential peptide chain elongation, while the acid-labile Boc group can be removed later in the synthesis. While its primary identity is as a specialized peptide synthesis intermediate, its well-defined structure and functional groups also position it as a valuable organic synthesis building block, particularly for introducing the piperazine moiety into more complex molecular architectures beyond peptide chemistry.
    Physical Properties

    Boiling Point: 637.4 °C at 760 mmHg

    Flash Point: 339.3 °C

    Density: 1.261 g/cm3

    mg g kg ml l t