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CS-W001157 4
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tert-Butyl 4-(2-aminophenyl)piperazine-1-carboxylate

  • CAS No. 170017-74-0

  • Cat. No. CS-0097445
  • Molecule weight277.36
  • Purity≥98%
  • MDL No.MFCD04115046

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

tert-Butyl 4-(2-aminophenyl)piperazine-1-carboxylate|CS-0097445

Structure of 170017-74-0

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General Information

  • CAS No. 170017-74-0
  • Cat. No. CS-0097445
  • Purity ≥98%
  • MDL No. MFCD04115046
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₃N₃O₂
  • Molecular Weight 277.36
  • Synonym(s) 1-Boc-4-(2-Aminophenyl)piperazine
  • SMILES O=C(N1CCN(C2=CC=CC=C2N)CC1)OC(C)(C)C

Description

tert-Butyl 4-(2-aminophenyl)piperazine-1-carboxylate is a bench-stable, moisture-tolerant piperazine derivative featuring a para-aminophenyl moiety. This compound integrates readily into medicinal chemistry workflows, serving as a key intermediate for bioactive molecules requiring nitrogen-rich heterocyclic scaffolds and amine functionality.

Application

tert-Butyl 4-(2-aminophenyl)piperazine-1-carboxylate serves as a versatile building block for the synthesis of bioactive piperazine derivatives. The ortho-aminophenyl group enables direct functionalization or cyclization into fused heterocycles, while the tert-butoxycarbonyl (Boc) group provides stable protection of the piperazine nitrogen, facilitating purification and compatibility with diverse reaction conditions. Its bench stability and ease of deprotection make it well-suited for iterative medicinal chemistry workflows and API intermediate development.

Synthesis

  • Route1
    • tert-Butyl 4-(3-nitropyridin-4-yl)piperazine-1-carboxylate|CS-0059667
      608142-93-4
    • ~%
    • In-stock
      tert-Butyl 4-(2-aminophenyl)piperazine-1-carboxylate|CS-0097445
      170017-74-0

    References

    • WO2008/54702 A1, ; Page/Page column 116 ; WO 2008/054702 A1
  • Route2

    References

    • Dyck, Brian; Parker, Jessica; Phillips, Teresa; Carter, Lee; Murphy, Brian; Summers, Robin; Hermann, Julia; Baker, Tracy; Cismowski, Mary; Saunders, John; Goodfellow, Val Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 21 p. 3793 - 3796
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 47, # 3 p. 744 - 755

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   58.8
  • LogP   2.3259
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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