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tert-Butyl 2-formylpiperidine-1-carboxylate

  • CAS No. 157634-02-1

  • Cat. No. CS-W019131
  • Molecule weight213.27
  • Purity≥95%
  • MDL No.MFCD02179021

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

tert-Butyl 2-formylpiperidine-1-carboxylate|CS-W019131

Structure of 157634-02-1

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General Information

  • CAS No. 157634-02-1
  • Cat. No. CS-W019131
  • Purity ≥95%
  • MDL No. MFCD02179021
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₃
  • Molecular Weight 213.27
  • Synonym(s) tert-butyl 2-formyltetrahydro-1(2H)-pyridinecarboxylate
  • SMILES C(=O)(OC(C)(C)C)N1CCCCC1C=O

Description

tert-Butyl 2-formylpiperidine-1-carboxylate delivers a bench-stable, moisture-tolerant piperidine scaffold bearing a reactive aldehyde group. This functionalized building block integrates readily into diversification workflows, enabling efficient access to complex heterocycles via reductive amination, Mannich reactions, or nucleophilic addition strategies.

Application

tert-Butyl 2-formylpiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds. The formyl group facilitates reductive amination, Mannich reactions, and Ugi-type couplings, while the tert-butyl carbamate offers stable protection under basic conditions and mild deprotection. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Molander, Gary A.; Romero, Jan Antoinette C. Tetrahedron, 2005 , vol. 61, # 10 p. 2631 - 2643
  • Route2

    References

    • RICHTER GEDEON VEGYESZETI GYAR RT. Patent: WO2007/39782 A1, 2007 ; Location in patent: Page/Page column 24 ; WO 2007/039782 A1
  • Route3
    • null|null
      4043-87-2
    • ~%
    • In-stock
      tert-Butyl 2-formylpiperidine-1-carboxylate|CS-W019131
      157634-02-1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 15 p. 4013 - 4017

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   46.61
  • LogP   1.9749
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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