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CS-W001157 4
Total: USD 88.00

4-Formyl-N-Cbz-piperidine

  • CAS No. 138163-08-3

  • Cat. No. CS-W002758
  • Purity≥95%
  • MDL No.MFCD01317806

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

4-Formyl-N-Cbz-piperidine|CS-W002758

Structure of 138163-08-3

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General Information

  • CAS No. 138163-08-3
  • Cat. No. CS-W002758
  • Purity ≥95%
  • MDL No. MFCD01317806
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇NO₃
  • Molecular Weight 247.29
  • Synonym(s) N-CBZ-4-piperidine carboxaldehyde
  • SMILES O=CC1CCN(CC1)C(=O)OCc1ccccc1

Description

4-Formyl-N-Cbz-piperidine features a reactive aldehyde handle flanked by a stable carbobenzoxy-protected piperidine scaffold. This combination enables direct conjugation in late-stage functionalization and facilitates the construction of complex heterocycles under mild conditions. The Cbz group ensures excellent stability during synthetic manipulations.

Application

4-Formyl-N-Cbz-piperidine serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds via reductive amination, Mannich reactions, and conjugate additions. The aldehyde functionality offers high reactivity for C–C and C–N bond formation, while the N-Cbz group provides stable protection under standard reaction conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • NEUROSEARCH A/S Patent: WO2007/93603 A1, 2007 ; Location in patent: Page/Page column 15 ; WO 2007/093603 A1
  • Route2

    References

    • Amici, M De; Froelund, B; Hjeds, H; Krogsgaard-Larsen, P European Journal of Medicinal Chemistry, 1991 , vol. 26, # 6 p. 625 - 631
  • Route3

    References

    • ELI LILLY AND COMPANY Patent: WO2004/14900 A1, 2004 ; Location in patent: Page 48-49 ; WO 2004/014900 A1

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   2.2341
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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