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CS-W001157 4
Total: USD 88.00

(R)-1-Boc-piperazine-2-carboxylic acid

  • CAS No. 278788-60-6

  • Cat. No. CS-W008883
  • Purity≥98%
  • MDL No.MFCD02179106

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

(R)-1-Boc-piperazine-2-carboxylic acid |CS-W008883

Structure of 278788-60-6

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General Information

  • CAS No. 278788-60-6
  • Cat. No. CS-W008883
  • Purity ≥98%
  • MDL No. MFCD02179106
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₄
  • Molecular Weight 230.26
  • Synonym(s) (2R)-1-tert-butoxycarbonylpiperazine-2-carboxylic acid
  • SMILES O=C(OC(C)(C)C)N1[C@H](CNCC1)C(O)=O

Description

(R)-1-Boc-piperazine-2-carboxylic acid features a chiral piperazine core with a Boc-protected carboxylic acid, enabling selective incorporation into peptide and small-molecule scaffolds. The stereochemistry at the 2-position ensures precise spatial orientation in bioactive compounds. This bench-stable derivative facilitates efficient synthesis of nitrogen-rich heterocycles and serves as a key intermediate in medicinal chemistry campaigns requiring controlled functionalization.

Application

(R)-1-Boc-piperazine-2-carboxylic acid serves as a versatile chiral building block for the synthesis of piperazinone-containing scaffolds in medicinal chemistry. The Boc group provides stability and facilitates straightforward deprotection under mild acidic conditions. Its carboxylic acid functionality enables direct coupling with amines or activation for amide formation, while the piperazine core offers favorable solubility and hydrogen-bonding capacity. This compound functions reliably in multi-step syntheses requiring stereocontrolled access to functionalized heterocycles.

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

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