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CS-W001157 4
Total: USD 88.00

1,4-Bis(tert-butoxycarbonyl)piperazine-2-carboxylic acid

  • CAS No. 181955-79-3

  • Cat. No. CS-W008592
  • Molecule weight330.38
  • Purity≥95%
  • MDL No.MFCD02179115

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

1,4-Bis(tert-butoxycarbonyl)piperazine-2-carboxylic acid|CS-W008592

Structure of 181955-79-3

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General Information

  • CAS No. 181955-79-3
  • Cat. No. CS-W008592
  • Purity ≥95%
  • MDL No. MFCD02179115
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₆N₂O₆
  • Molecular Weight 330.38
  • Synonym(s) 1,4-di-Boc-piperazine-2-carboxylic acid
  • SMILES O=C(C1N(C(OC(C)(C)C)=O)CCN(C(OC(C)(C)C)=O)C1)O

Description

This piperazine derivative features two tert-butoxycarbonyl-protected amine groups flanking a carboxylic acid at the 2-position, enabling selective deprotection and conjugation. The bulky tert-butyl ester moieties enhance solubility and stability during synthetic manipulations. Ideal for modular peptide coupling and macrocyclic scaffold construction under standard conditions.

Application

1,4-Bis(tert-butoxycarbonyl)piperazine-2-carboxylic acid serves as a versatile dipeptide-like building block for the synthesis of complex heterocyclic scaffolds and peptidomimetics. Its two orthogonal tert-butyl carbamate groups enable sequential deprotection and functionalization, while the carboxylic acid facilitates amide coupling. The molecule exhibits excellent bench stability and simplifies purification in multi-step syntheses, making it ideal for medicinal chemistry campaigns requiring precise control over substitution patterns.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P363-P501

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Computational Chemistry Data

  • TPSA   96.38
  • LogP   1.9274
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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