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CS-W001157 4
Total: USD 88.00

1-(But-3-yn-1-yl)piperidine

  • CAS No. 14256-74-7

  • Cat. No. CS-0158544
  • Purity≥96%
  • MDL No.MFCD18841055

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

1-(But-3-yn-1-yl)piperidine|CS-0158544

Structure of 14256-74-7

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General Information

  • CAS No. 14256-74-7
  • Cat. No. CS-0158544
  • Purity ≥96%
  • MDL No. MFCD18841055
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅N
  • Molecular Weight 137.22
  • Synonym(s) Piperidine, 1-(3-butynyl)-
  • SMILES C#CCCN1CCCCC1

Description

1-(But-3-yn-1-yl)piperidine is a versatile synthetic intermediate featuring a terminal alkyne group tethered to a piperidine ring. This structure enables efficient coupling reactions via click chemistry and transition-metal catalysis, particularly in the construction of bioactive molecules and functionalized polymers. The alkyne moiety offers high reactivity under mild conditions, while the piperidine nitrogen provides a basic, nucleophilic site for further derivatization. Its stability under standard handling conditions supports reliable integration into multi-step syntheses.

Application

1-(But-3-yn-1-yl)piperidine serves as a versatile building block for click chemistry and heterocycle synthesis, enabling efficient CuAAC reactions due to its terminal alkyne functionality. The piperidine moiety provides a basic nitrogen for further derivatization, while the alkyne exhibits excellent bench stability and compatibility with diverse functional groups. This compound facilitates rapid access to bioactive scaffolds and is well-suited for modular synthesis in medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      110-89-4
    • In-stock
      But-3-yn-1-yl methanesulfonate|CS-0434212
      72486-09-0
    • ~56%
    • In-stock
      1-(But-3-yn-1-yl)piperidine|CS-0158544
      14256-74-7

    References

    • Bioorganic and Medicinal Chemistry, , vol. 15, # 4 p. 1848 - 1858
  • Route2
    • null|null
      110-89-4
    • null|null
      50-00-0
    • null|null
      106-96-7
    • ~73%
    • In-stock
      1-(But-3-yn-1-yl)piperidine|CS-0158544
      14256-74-7

    References

    • Tetrahedron Letters, , vol. 46, # 44 p. 7601 - 7604
  • Route3
    • null|null
      110-89-4
    • In-stock
      Propargyl-Tos|CS-0012100
      23418-85-1
    • ~47%
    • In-stock
      1-(But-3-yn-1-yl)piperidine|CS-0158544
      14256-74-7

    References

    • European Journal of Medicinal Chemistry, , vol. 44, # 10 p. 4098 - 4106

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302-H315-H319-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   3.24
  • LogP   1.4956
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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