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

  • CAS No. 3770-22-7

  • Cat. No. CS-0099890
  • Molecule weight143.14
  • Purity≥95%
  • MDL No.MFCD06796545

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

6-Oxopiperidine-2-carboxylic acid|CS-0099890

Structure of 3770-22-7

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General Information

  • CAS No. 3770-22-7
  • Cat. No. CS-0099890
  • Purity ≥95%
  • MDL No. MFCD06796545
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉NO₃
  • Molecular Weight 143.14
  • Synonym(s) 6-Oxo-piperidine-2-carboxylic acid
  • SMILES O=C(C(CCC1)NC1=O)O

Description

6-Oxopiperidine-2-carboxylic acid features a rigid, electron-deficient piperidine core with a strategically positioned carbonyl at the C6 position and a carboxylic acid at C2. This bifunctional scaffold integrates seamlessly into bioactive molecule design, offering enhanced conformational control and metabolic stability in medicinal chemistry applications.

Application

6-Oxopiperidine-2-carboxylic acid serves as a versatile scaffold for medicinal chemistry and peptide-based synthesis, enabling efficient access to saturated heterocycles with defined stereochemistry. Its carboxylic acid and ketone functionalities provide orthogonal handles for derivatization, including amide coupling and reductive amination. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in iterative synthetic sequences and API precursor development.

Synthesis

  • Route1

    References

    • Dieckmann Chemische Berichte, 1905 , vol. 38, p. 1659

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.4
  • LogP   -0.2603
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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