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CS-W001157 4
Total: USD 88.00

(S)-5-hydroxypiperidin-2-one

  • CAS No. 24211-54-9

  • Cat. No. CS-D0042
  • Purity≥96%
  • MDL No.MFCD06202374

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

(S)-5-hydroxypiperidin-2-one|CS-D0042

Structure of 24211-54-9

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General Information

  • CAS No. 24211-54-9
  • Cat. No. CS-D0042
  • Purity ≥96%
  • MDL No. MFCD06202374
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₂
  • Molecular Weight 115.13
  • Synonym(s) (S)-5-HYDROXY-PIPERIDIN-2-ONE
  • SMILES O=C1NC[C@@H](O)CC1

Description

(S)-5-Hydroxypiperidin-2-one is a chiral heterocyclic scaffold featuring a hydroxyl group at the C5 position and a carbonyl at C2, enabling selective functionalization in asymmetric synthesis. This bench-stable building block integrates readily into medicinal chemistry campaigns targeting CNS therapeutics and peptide mimetics, where stereochemical control is critical.

Application

(S)-5-Hydroxypiperidin-2-one serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to saturated heterocycles and bioactive scaffolds. Its well-defined stereochemistry and orthogonal functional groups facilitate selective transformations, including derivatization at the hydroxyl and carbonyl sites. The compound exhibits good bench stability and is compatible with standard synthetic protocols, supporting its use in API development and route optimization.

Synthesis

  • Route1
    • null|null
      24211-53-8
    • ~94%
    • In-stock
      (S)-5-hydroxypiperidin-2-one|CS-D0042
      24211-54-9

    References

    • Huh, Nam; Thompson, Charles M. Tetrahedron, 1995 , vol. 51, # 21 p. 5935 - 5950
  • Route2
    • Methyl 4-hydroxy-5-nitropentanoate|CS-1644654
      1179999-39-3
    • ~85%
    • In-stock
      (S)-5-hydroxypiperidin-2-one|CS-D0042
      24211-54-9

    References

    • Spangler, Kimberly Yearick; Wolf, Christian Organic Letters, 2009 , vol. 11, # 20 p. 4724 - 4727
  • Route3
    • (S)-(5-Oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate|CS-W012383
      58879-34-8
    • ~%
    • In-stock
      (S)-5-hydroxypiperidin-2-one|CS-D0042
      24211-54-9

    References

    • Tetrahedron Asymmetry, , vol. 7, # 6 p. 1811 - 1818

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-P330-P362-P405-P501

Quality Control

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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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