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CS-W001157 4
Total: USD 88.00

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid

  • CAS No. 193693-68-4

  • Cat. No. CS-0131706
  • Purity≥95%
  • MDL No.MFCD04112682

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

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid|CS-0131706

Structure of 193693-68-4

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General Information

  • CAS No. 193693-68-4
  • Cat. No. CS-0131706
  • Purity ≥95%
  • MDL No. MFCD04112682
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₁NO₄
  • Molecular Weight 351.40
  • Synonym(s) L-1-Fmoc-Nipecotic acid
  • SMILES O=C(N1C[C@@H](C(O)=O)CCC1)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protected piperidine-3-carboxylic acid moiety. This derivative enables site-specific incorporation into peptide chains during solid-phase synthesis, offering enhanced solubility and stability under standard conditions. The Fmoc group facilitates orthogonal deprotection, streamlining the assembly of complex peptides with minimal side reactions.

Application

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid serves as a key chiral building block in peptide synthesis, enabling efficient N-terminal protection of piperidine-based amino acids. The Fmoc group ensures high stability under basic conditions and facilitates straightforward removal via mild base treatment. Its well-defined stereochemistry and compatibility with standard coupling protocols make it ideal for constructing complex peptidomimetics and heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 69, # 23 p. 8077 - 8085
  • Route2

    References

    • Helvetica Chimica Acta, , vol. 88, # 8 p. 2235 - 2249
  • Route3

    References

    • Helvetica Chimica Acta, , vol. 88, # 8 p. 2235 - 2249

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   66.84
  • LogP   3.7321
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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