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CS-W001157 4
Total: USD 88.00

D-6-Oxo-pipecolinic acid

  • CAS No. 72002-30-3

  • Cat. No. CS-0101607
  • Purity≥98%
  • MDL No.MFCD09025314

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

D-6-Oxo-pipecolinic acid|CS-0101607

Structure of 72002-30-3

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General Information

  • CAS No. 72002-30-3
  • Cat. No. CS-0101607
  • Purity ≥98%
  • MDL No. MFCD09025314
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉NO₃
  • Molecular Weight 143.14
  • Synonym(s) None
  • SMILES O=C([C@@H](CCC1)NC1=O)O

Description

D-6-Oxo-pipecolinic acid features a cyclic, electron-deficient lactam core with a ketone at the C6 position, enabling direct incorporation into peptidomimetic scaffolds. This bench-stable, moisture-tolerant building block facilitates efficient access to bioactive heterocycles through straightforward derivatization pathways.

Application

D-6-Oxo-pipecolinic acid serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and peptidomimetics. Its enolizable ketone functionality facilitates aldol-type condensations and Michael additions, while the pyrrolidine core offers compatibility with standard coupling and protection strategies. Bench-stable and readily purified, it functions effectively in multistep syntheses requiring stereocontrolled access to nitrogen-containing scaffolds.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 75, p. 1994
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 75, p. 1994
  • Route3
    • In-stock
      (R)-2-Aminohexanedioic acid|CS-W016142
      7620-28-2
    • null|null
      7732-18-5
    • ~%
    • In-stock
      D-6-Oxo-pipecolinic acid|CS-0101607
      72002-30-3

    References

    • Journal of the American Chemical Society, , vol. 75, p. 1994

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   -0.2603
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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