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CS-W001157 4
Total: USD 88.00

1-Acetylpiperidine-4-carbaldehyde

  • CAS No. 155826-26-9

  • Cat. No. CS-W006375
  • Purity≥98%
  • MDL No.MFCD11582881

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

1-Acetylpiperidine-4-carbaldehyde|CS-W006375

Structure of 155826-26-9

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General Information

  • CAS No. 155826-26-9
  • Cat. No. CS-W006375
  • Purity ≥98%
  • MDL No. MFCD11582881
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₃NO₂
  • Molecular Weight 155.19
  • Synonym(s) N-acetylpiperidine-4-carbaldehyde
  • SMILES CC(=O)N1CCC(CC1)C=O

Description

1-Acetylpiperidine-4-carbaldehyde features a piperidine scaffold with acetyl and aldehyde functionalities at the 1- and 4-positions, respectively. This bifunctional motif enables direct incorporation into diversely functionalized scaffolds, serving as a key intermediate in medicinal chemistry. The aldehyde group facilitates conjugate additions and reductive aminations, while the acetyl moiety offers tunable polarity and metabolic stability under standard conditions.

Application

1-Acetylpiperidine-4-carbaldehyde serves as a versatile synthetic intermediate for constructing nitrogen-containing heterocycles and bioactive scaffolds. The aldehyde functionality enables efficient reductive amination, Grignard additions, and condensation reactions, while the acetyl group provides moderate stability and facilitates subsequent functionalization. Its bench-stable nature and compatibility with common protecting group strategies make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • Ethyl 1-acetylpiperidine-4-carboxylate|CS-0361348
      69001-10-1
    • ~%
    • In-stock
      1-Acetylpiperidine-4-carbaldehyde|CS-W006375
      155826-26-9

    References

    • Kazmierski, Wieslaw M.; Maynard, Andrew; Duan, Maosheng; Baskaran, Sam; Botyanszki, Janos; Crosby, Renae; Dickerson, Scott; Tallant, Matthew; Grimes, Rick; Hamatake, Robert; Leivers, Martin; Roberts, Christopher D.; Walker, Jill Journal of Medicinal Chemistry, 2014 , vol. 57, # 5 p. 2058 - 2073

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   37.38
  • LogP   0.4438
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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