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CS-W001157 4
Total: USD 88.00

5-(Hydroxymethyl)piperidin-2-one

  • CAS No. 146059-77-0

  • Cat. No. CS-W022263
  • Purity≥98%
  • MDL No.MFCD13178756

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

5-(Hydroxymethyl)piperidin-2-one|CS-W022263

Structure of 146059-77-0

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General Information

  • CAS No. 146059-77-0
  • Cat. No. CS-W022263
  • Purity ≥98%
  • MDL No. MFCD13178756
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO₂
  • Molecular Weight 129.16
  • Synonym(s) AP5Impurity
  • SMILES O=C1NCC(CO)CC1

Description

5-(Hydroxymethyl)piperidin-2-one features a pendant hydroxymethyl group attached to a piperidinone scaffold, enabling direct functionalization in synthetic transformations. This polar, bench-stable intermediate integrates readily into medicinal chemistry campaigns, offering enhanced solubility and compatibility with diverse reaction conditions.

Application

5-(Hydroxymethyl)piperidin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to nitrogen-containing heterocycles. Its pendant hydroxymethyl group facilitates downstream functionalization via oxidation, protection, or coupling reactions, while the piperidin-2-one core provides a rigid, bioactive scaffold amenable to derivatization. The compound exhibits good bench stability and compatibility with standard synthetic protocols, making it well-suited for iterative synthesis campaigns targeting complex molecular architectures.

Synthesis

  • Route1
    • 1-Benzyl-5-(hydroxymethyl)piperidin-2-one|CS-0186316
      744212-68-8
    • ~76%
    • In-stock
      5-(Hydroxymethyl)piperidin-2-one|CS-W022263
      146059-77-0

    References

    • Lerchner, Andreas; Carreira, Erick M. Chemistry - A European Journal, 2006 , vol. 12, # 32 p. 8208 - 8219
  • Route2
    • Ethyl 6-oxopiperidine-3-carboxylate|CS-0217840
      146059-76-9
    • ~%
    • In-stock
      5-(Hydroxymethyl)piperidin-2-one|CS-W022263
      146059-77-0

    References

    • Eli Lilly and Company Patent: US5159079 A1, 1992 ;
  • Route3
    • Methyl 1-benzyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate|CS-0464049
      156779-10-1
    • ~%
    • In-stock
      5-(Hydroxymethyl)piperidin-2-one|CS-W022263
      146059-77-0

    References

    • Lerchner, Andreas; Carreira, Erick M. Journal of the American Chemical Society, 2002 , vol. 124, # 50 p. 14826 - 14827

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

Quality Control

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   -0.4951
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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