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CS-W001157 4
Total: USD 88.00

1-Boc-piperidine-4-Fmoc-amino-4-carboxylic acid

  • CAS No. 183673-66-7

  • Cat. No. CS-W002766
  • Purity≥98%
  • MDL No.MFCD01318741

*For research and further manufacturing use only, not for direct human use.

1-Boc-piperidine-4-Fmoc-amino-4-carboxylic acid|CS-W002766

Structure of 183673-66-7

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General Information

  • CAS No. 183673-66-7
  • Cat. No. CS-W002766
  • Purity ≥98%
  • MDL No. MFCD01318741
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₃₀N₂O₆
  • Molecular Weight 466.53
  • Synonym(s) N-FMOC-Amino-(4-N-BOC-piperidinyl)carboxylic acid
  • SMILES O=C(NC1(C(O)=O)CCN(C(OC(C)(C)C)=O)CC1)OCC2C3=CC=CC=C3C4=CC=CC=C24

Description

1-Boc-piperidine-4-Fmoc-amino-4-carboxylic acid features a bifunctional scaffold integrating a protected piperidine ring with orthogonal handling groups. The Boc group ensures stability during synthesis, while the Fmoc moiety enables efficient, selective deprotection under mild conditions. This dual protection strategy facilitates precise incorporation into peptide chains and complex molecular architectures.

Application

1-Boc-piperidine-4-Fmoc-amino-4-carboxylic acid serves as a versatile bifunctional building block for the synthesis of constrained peptidomimetics and heterocyclic scaffolds. The Boc-protected amine enables orthogonal handling in multi-step syntheses, while the Fmoc group facilitates efficient solid-phase peptide coupling. The carboxylic acid functionality supports direct amidation or esterification, enabling integration into complex molecular architectures with high functional group tolerance and bench stability.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry, , vol. 21, # 18 p. 5694 - 5706
  • Route2
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      40064-34-4
    • ~%
    • In-stock
      1-Boc-piperidine-4-Fmoc-amino-4-carboxylic acid|CS-W002766
      183673-66-7

    References

    • Journal of Organic Chemistry, , vol. 61, # 22 p. 7650 - 7651
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 61, # 22 p. 7650 - 7651

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   105.17
  • LogP   4.3794
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   4

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