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CS-W001157 4
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2-Oxopiperidine-3-carboxylic acid

  • CAS No. 41888-21-5

  • Cat. No. CS-0186681
  • Purity≥95%
  • MDL No.None

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

2-Oxopiperidine-3-carboxylic acid|CS-0186681

Structure of 41888-21-5

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General Information

  • CAS No. 41888-21-5
  • Cat. No. CS-0186681
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉NO₃
  • Molecular Weight 143.14
  • Synonym(s) 2-Oxo-3-piperidinecarboxylic acid
  • SMILES O=C1C(C(O)=O)CCCN1

Description

2-Oxopiperidine-3-carboxylic acid features a rigid, electron-deficient piperidine core with a strategically positioned carboxylic acid and ketone group. This bifunctional scaffold integrates readily into peptidomimetic architectures, serving as a key building block for constrained bioactive molecules in medicinal chemistry. The molecule exhibits enhanced metabolic stability and favorable conformational bias.

Application

2-Oxopiperidine-3-carboxylic acid serves as a key scaffold for the synthesis of bioactive heterocycles and peptidomimetics. Its α,β-unsaturated carbonyl system enables efficient Michael additions and nucleophilic conjugate reactions, while the carboxylic acid facilitates amide coupling and derivatization. The compound exhibits good bench stability and is compatible with standard synthetic protocols, making it a practical building block for medicinal chemistry campaigns targeting CNS modulators and kinase inhibitors.

Synthesis

  • Route1

    References

    • Soti; Incze; Kardos-Balogh; Kajtar-Peredy; Szantay Synthetic Communications, 1993 , vol. 23, # 12 p. 1689 - 1698

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   66.4
  • LogP   -0.4028
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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