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CS-W001157 4
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tert-Butyl 4-(4-aminophenoxy)piperidine-1-carboxylate

  • CAS No. 138227-63-1

  • Cat. No. CS-0154737
  • Purity≥95%
  • MDL No.MFCD04115023

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

tert-Butyl 4-(4-aminophenoxy)piperidine-1-carboxylate|CS-0154737

Structure of 138227-63-1

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General Information

  • CAS No. 138227-63-1
  • Cat. No. CS-0154737
  • Purity ≥95%
  • MDL No. MFCD04115023
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₄N₂O₃
  • Molecular Weight 292.38
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC(OC2=CC=C(N)C=C2)CC1

Description

tert-Butyl 4-(4-aminophenoxy)piperidine-1-carboxylate features a piperidine core linked to a para-aminophenoxy moiety, enabling direct incorporation into bioactive scaffolds. The tert-butyl ester group provides stability and facilitates deprotection under mild acidic conditions. This compound serves as a key intermediate in the synthesis of kinase inhibitors and CNS-targeted therapeutics.

Application

tert-Butyl 4-(4-aminophenoxy)piperidine-1-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient construction of piperidine-based scaffolds through standard amine functionalization. The protected amine and phenoxy ether functionalities exhibit excellent bench stability and compatibility with diverse coupling reactions. Its ease of purification and predictable reactivity make it well-suited for medicinal chemistry campaigns requiring rapid access to analogues.

Synthesis

  • Route1

    References

    • Sankyo Company, Limited Patent: EP1375482 A1, 2004 ; Location in patent: Page 159 ;
  • Route2
    • null|null
      141-78-6
    • In-stock
      1-Piperidinecarboxylic acid, 4-(4-nitrophenoxy)-, 1,1-dimethylethyl ester|CS-0647709
      138227-62-0
    • ~96%
    • In-stock
      tert-Butyl 4-(4-aminophenoxy)piperidine-1-carboxylate|CS-0154737
      138227-63-1

    References

    • Sankyo Company, Limited Patent: US6555556 B1, 2003 ; US 6555556 B1
  • Route3
    • null|null
      109384-19-2
    • ~%
    • In-stock
      tert-Butyl 4-(4-aminophenoxy)piperidine-1-carboxylate|CS-0154737
      138227-63-1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 3 p. 561 - 566

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   64.79
  • LogP   3.0471
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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