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CS-W001157 4
Total: USD 88.00

3-Hydroxy-2-piperidinone

  • CAS No. 19365-08-3

  • Cat. No. CS-W008630
  • Purity≥97%
  • MDL No.MFCD00023163

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

3-Hydroxy-2-piperidinone|CS-W008630

Structure of 19365-08-3

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General Information

  • CAS No. 19365-08-3
  • Cat. No. CS-W008630
  • Purity ≥97%
  • MDL No. MFCD00023163
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₂
  • Molecular Weight 115.13
  • Synonym(s) 2-Hydroxyvalerolactam; 3-Hydroxy-2-piperidone; 3-Hydroxypiperidin-2-one; NSC 100722
  • SMILES O=C1NCCCC1O

Description

3-Hydroxy-2-piperidinone is a cyclic amide derivative featuring a hydroxyl group at the 3-position and a carbonyl at the 2-position, offering enhanced solubility and reactivity. This scaffold integrates readily into synthetic routes for bioactive molecules, particularly in medicinal chemistry applications where hydrogen-bonding capacity and conformational rigidity are advantageous.

Application

3-Hydroxy-2-piperidinone serves as a versatile scaffold in medicinal chemistry, enabling efficient access to bioactive heterocycles through standard transformations. Its amide-like functionality and adjacent hydroxyl group support orthogonal reactivity, facilitating derivatization via alkylation, acylation, or cyclization. The compound exhibits bench stability and compatibility with common purification methods, making it well-suited for iterative synthesis workflows in API development and lead optimization.

Synthesis

  • Route1

    References

    • Acta Chemica Scandinavica (1947-1973), , vol. 11, p. 914
  • Route2
    • null|null
      463362-69-8
    • ~22%
    • In-stock
      3-Hydroxy-2-piperidinone|CS-W008630
      19365-08-3

    References

    • Hutchinson, Ian S; Matlin, Stephen A; Mete, Antonio Tetrahedron, 2002 , vol. 58, # 16 p. 3137 - 3143
  • Route3
    • null|null
      614754-01-7
    • ~58%
    • In-stock
      3-Hydroxy-2-piperidinone|CS-W008630
      19365-08-3

    References

    • Kamal, Ahmed; Ramana, K. Venkata; Ramana, A. Venkata; Babu, A. Hari Tetrahedron Asymmetry, 2003 , vol. 14, # 17 p. 2587 - 2594

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   49.33
  • LogP   -0.7427
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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