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CS-W001157 4
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3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)propanoic acid

  • CAS No. 154775-43-6

  • Cat. No. CS-W001452
  • Purity≥97%
  • MDL No.MFCD01861212

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

3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)propanoic acid|CS-W001452

Structure of 154775-43-6

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General Information

  • CAS No. 154775-43-6
  • Cat. No. CS-W001452
  • Purity ≥97%
  • MDL No. MFCD01861212
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₃NO₄
  • Molecular Weight 257.33
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC(CCC(=O)O)CC1

Description

This piperidine-based carboxylic acid features a tert-butoxycarbonyl-protected amine and a flexible propanoic acid side chain, enabling integration into peptide backbones or bioactive molecule scaffolds. The Boc group ensures stability during synthesis, while the aliphatic linker provides conformational flexibility for molecular recognition in drug discovery applications.

Application

3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)propanoic acid serves as a versatile building block for the synthesis of bioactive molecules, enabling efficient incorporation of piperidine-containing pharmacophores. The tert-butyl carbamate group provides robust protection for the amine under standard reaction conditions, while the propanoic acid functionality facilitates conjugation via amidation or esterification. This scaffold exhibits excellent bench stability and compatibility with diverse functional groups, supporting straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1
    • 3-(Piperidin-4-yl)propionic acid|CS-D0044
      1822-32-8
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~90%
    • In-stock
      3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)propanoic acid|CS-W001452
      154775-43-6

    References

    • Adang, Anton E. P.; Peters, Co A. M.; Gerritsma, Siene; De Zwart, Edwin; Veeneman, Gerrit Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 9 p. 1227 - 1232
  • Route2

    References

    • Yamanaka, Toshio; Ohkubo, Mitsuru; Kuroda, Satoru; Nakamura, Hideko; Takahashi, Fumie; Aoki, Toshiaki; Mihara, Kayoko; Seki, Jiro; Kato, Masayuki Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 13 p. 4343 - 4352
  • Route3

    References

    • Klein, Scott I.; Molino, Bruce F.; Czekaj, Mark; Gardner, Charles J.; Chu, Valeria; Brown, Karen; Sabatino, Ralph D.; Bostwick, Jeffrey S.; Kasiewski, Charles; Bentley, Ross; Windisch, Vincent; Perrone, Mark; Dunwiddie, Christopher T.; Leadley, Robert J. Journal of Medicinal Chemistry, 1998 , vol. 41, # 14 p. 2492 - 2502

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   66.84
  • LogP   2.4983
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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