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CS-W001157 4
Total: USD 88.00

4-((1-(Tert-butoxycarbonyl)piperidin-4-yl)oxy)benzoic acid

  • CAS No. 162046-56-2

  • Cat. No. CS-0272831
  • Molecule weight321.37
  • Purity≥96%
  • MDL No.None

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

4-((1-(Tert-butoxycarbonyl)piperidin-4-yl)oxy)benzoic acid|CS-0272831

Structure of 162046-56-2

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General Information

  • CAS No. 162046-56-2
  • Cat. No. CS-0272831
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₃NO₅
  • Molecular Weight 321.37
  • Synonym(s) 4-(1-(Tert-butoxycarbonyl)piperidin-4-yloxy)benzoic acid
  • SMILES CC(C)(C)OC(=O)N1CCC(CC1)OC2=CC=C(C=C2)C(=O)O

Description

4-((1-(Tert-butoxycarbonyl)piperidin-4-yl)oxy)benzoic acid features a piperidine ring bearing a tert-butoxycarbonyl group and a para-phenolic ether linkage to a carboxylic acid. This bifunctional scaffold integrates a protected amine with a polar, aromatic handle, enabling seamless incorporation into peptide conjugates or macrocyclic architectures under standard coupling conditions. The molecule exhibits excellent stability during storage and handling, making it suitable for synthetic intermediates in medicinal chemistry campaigns.

Application

4-((1-(Tert-butoxycarbonyl)piperidin-4-yl)oxy)benzoic acid serves as a versatile building block for the synthesis of bioactive molecules, enabling efficient introduction of piperidine-containing pharmacophores. The tert-butyl ester group provides stability and facilitates orthogonal deprotection, while the carboxylic acid supports amide coupling and derivatization. Its robust functional group tolerance and ease of purification make it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Sagi, Kazuyuki; Nakagawa, Tadakiyo; Yamanashi, Masahiro; Makino, Shingo; Takahashi, Mitsuo; Takayanagi, Masaru; Takenaka, Kaoru; Suzuki, Nobuyasu; Oono, Seiji; Kataoka, Noriyasu; Ishikawa, Kohki; Shima, Sayaka; Fukuda, Yumiko; Kayahara, Takashi; Takehana, Shunji; Shima, Yoichiro; Tashiro, Kazumi; Yamamoto, Hiroshi; Yoshimoto, Ryota; Iwata, Seinosuke; Tsuji, Takashi; Sakurai, Kuniya; Shoji, Masataka Journal of Medicinal Chemistry, 2003 , vol. 46, # 10 p. 1845 - 1857
  • Route2
    • tert-Butyl 4-(4-(methoxycarbonyl)phenoxy)piperidine-1-carboxylate|CS-0661675
      281235-00-5
    • ~54%
    • In-stock
      4-((1-(Tert-butoxycarbonyl)piperidin-4-yl)oxy)benzoic acid|CS-0272831
      162046-56-2

    References

    • Picard, Franck; Barassin, Stephan; Mokhtarian, Armand; Hartmann, Rolf W. Journal of Medicinal Chemistry, 2002 , vol. 45, # 16 p. 3406 - 3417
  • Route3
    • null|null
      109384-19-2
    • ~%
    • In-stock
      4-((1-(Tert-butoxycarbonyl)piperidin-4-yl)oxy)benzoic acid|CS-0272831
      162046-56-2

    References

    • Journal of Medicinal Chemistry, , vol. 46, # 10 p. 1845 - 1857

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   76.07
  • LogP   3.1631
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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