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CS-W001157 4
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4-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl)benzoic acid

  • CAS No. 147969-86-6

  • Cat. No. CS-0320911
  • Purity≥98%
  • MDL No.MFCD02179175

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

4-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl)benzoic acid|CS-0320911

Structure of 147969-86-6

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General Information

  • CAS No. 147969-86-6
  • Cat. No. CS-0320911
  • Purity ≥98%
  • MDL No. MFCD02179175
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₅NO₄
  • Molecular Weight 319.40
  • Synonym(s) None
  • SMILES CC(C)(C)OC(=O)N1CCC(CC1)CC2=CC=C(C=C2)C(=O)O

Description

This piperidine-based benzoic acid derivative integrates a tert-butyl carbamate-protected amine and a methylene-linked aromatic carboxylic acid, enabling seamless incorporation into peptide conjugation workflows. The protected amine facilitates selective derivatization under standard conditions, while the carboxylic acid group serves as a robust anchor point for coupling reactions in synthetic medicinal chemistry.

Application

4-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl)benzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The molecule combines a robust tert-butyl carbamate-protected piperidine with a benzoic acid handle, enabling facile functionalization via standard coupling reactions. Its bench-stable Boc group permits orthogonal deprotection, while the aromatic carboxylic acid facilitates conjugation in peptide-like systems and macrocyclization strategies.

Synthesis

  • Route1

    References

    • Takeda Chemical Industries, Ltd. Patent: US6562978 B1, 2003 ;
  • Route2
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      726185-64-4
    • ~%
    • In-stock
      4-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl)benzoic acid|CS-0320911
      147969-86-6

    References

    • AVENTIS PHARMACEUTICALS INC. Patent: WO2004/100946 A1, 2004 ; Location in patent: Page 56 ; WO 2004/100946 A1
  • Route3
    • p-(Methoxycarbonyl)benzyl bromide|CS-W008845
      2417-72-3
    • ~%
    • In-stock
      4-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl)benzoic acid|CS-0320911
      147969-86-6

    References

    • Imamura, Shinichi; Ichikawa, Takashi; Nishikawa, Youichi; Kanzaki, Naoyuki; Takashima, Katsunori; Niwa, Shinichi; Iizawa, Yuji; Baba, Masanori; Sugihara, Yoshihiro Journal of Medicinal Chemistry, 2006 , vol. 49, # 9 p. 2784 - 2793

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   3.5744
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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