A Concise Synthetic Method for Constructing 3-Substituted Piperazine-2-Acetic Acid Esters from 1,2-Diamines

Molecules. 2022 May 25;27(11):3419. doi: 10.3390/molecules27113419.


We report a short synthetic route for synthesizing 2,3-substituted piperazine acetic acid esters. Optically pure amino acids were efficiently converted into 1,2-diamines that could be utilized to deliver the title 2,3-substituted piperazines in five steps with a high enantiomeric purity. The novel route facilitated, for the first time, the synthesis of 3-phenyl substituted-2-piperazine acetic acid esters that were difficult to achieve using other methods; however, in this case, the products underwent racemization.

Keywords: 2,3-substituted piperazines; annulation; chiral piperazines; diamine; masamune condensation.

MeSH terms

  • Acetic Acid
  • Diamines*
  • Esters / chemistry
  • Piperazine
  • Piperazines* / chemistry
  • Stereoisomerism


  • Diamines
  • Esters
  • Piperazines
  • Piperazine
  • Acetic Acid