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CS-W001157 4
Total: USD 88.00

(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid

  • CAS No. 848482-93-9

  • Cat. No. CS-0001877
  • Purity≥97%
  • MDL No.MFCD02179098

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

(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid|CS-0001877

Structure of 848482-93-9

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General Information

  • CAS No. 848482-93-9
  • Cat. No. CS-0001877
  • Purity ≥97%
  • MDL No. MFCD02179098
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₄
  • Molecular Weight 230.26
  • Synonym(s) (S)-4-N-Boc-piperazine-2-carboxylic acid
  • SMILES O=C(OC(C)(C)C)N1C[C@H](NCC1)C(O)=O

Description

This bench-stable, moisture-tolerant piperazine derivative features a protected amine and carboxylic acid functionality, enabling straightforward incorporation into peptide and macrocyclic scaffolds. The tert-butoxycarbonyl group facilitates selective deprotection under mild acidic conditions, while the electron-rich piperazine core supports efficient conjugation chemistry in synthetic medicinal chemistry workflows.

Application

(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid serves as a versatile chiral building block for the synthesis of piperazine-based pharmaceutical intermediates. The Boc-protected amine and carboxylic acid functionalities enable orthogonal derivatization, facilitating peptide coupling, reductive amination, and cyclization reactions. Its bench-stable nature and compatibility with standard purification methods support efficient scale-up in medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      1192014-44-0
    • (2S)-Piperazine-2-carboxylic acid|CS-0001876
      147650-70-2
    • ~%
    • In-stock
      (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid|CS-0001877
      848482-93-9

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 18 p. 5440 - 5443

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

Quality Control

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Computational Chemistry Data

  • TPSA   78.87
  • LogP   0.2799
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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