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CS-W001157 4
Total: USD 88.00

tert-butyl 3-acetylpiperidine-1-carboxylate

  • CAS No. 858643-92-2

  • Cat. No. CS-W000697
  • Purity≥98%
  • MDL No.MFCD09953372

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

tert-butyl 3-acetylpiperidine-1-carboxylate|CS-W000697

Structure of 858643-92-2

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General Information

  • CAS No. 858643-92-2
  • Cat. No. CS-W000697
  • Purity ≥98%
  • MDL No. MFCD09953372
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₁NO₃
  • Molecular Weight 227.30
  • Synonym(s) 1-Piperidinecarboxylic acid, 3-acetyl-, 1,1-dimethylethyl ester
  • SMILES CC(=O)C1CCCN(C1)C(=O)OC(C)(C)C

Description

tert-Butyl 3-acetylpiperidine-1-carboxylate features a sterically hindered piperidine core with a strategically positioned acetyl group, enabling direct functionalization at the 3-position. This bench-stable, moisture-tolerant building block integrates seamlessly into medicinal chemistry workflows for rapid access to complex heterocyclic scaffolds.

Application

tert-Butyl 3-acetylpiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds. The acetyl group provides a handle for selective transformations, while the tert-butyl carbamate offers orthogonal protection and facile removal under mild acidic conditions. Its stability and compatibility with standard coupling and reduction protocols make it ideal for modular synthesis of bioactive molecules.

Synthesis

  • Route1
    • null|null
      75-16-1
    • In-stock
      tert-Butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate|CS-0045421
      189442-78-2
    • ~59%
    • In-stock
      tert-butyl 3-acetylpiperidine-1-carboxylate|CS-W000697
      858643-92-2

    References

    • US2006/183761 A1, ; Page/Page column 27 ; US 20060183761 A1
  • Route2
    • (S)-3-(N-Methoxy-N-methylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester|CS-M0725
      1008562-93-3
    • null|null
      75-16-1
    • ~%
    • In-stock
      tert-butyl 3-acetylpiperidine-1-carboxylate|CS-W000697
      858643-92-2

    References

    • WO2011/117254 A1, ; Page/Page column 33 ; WO 2011/117254 A1
  • Route3
    • null|null
      676-58-4
    • In-stock
      tert-Butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate|CS-0045421
      189442-78-2
    • ~%
    • In-stock
      tert-butyl 3-acetylpiperidine-1-carboxylate|CS-W000697
      858643-92-2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 4 p. 1159 - 1163

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   46.61
  • LogP   2.2225
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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