Publication Date
5-25-2022
Journal
Molecules
DOI
10.3390/molecules27113419
PMID
35684357
PMCID
PMC9182393
PubMedCentral® Posted Date
5-25-2022
PubMedCentral® Full Text Version
Post-print
Published Open-Access
yes
Keywords
Acetic Acid, Diamines, Esters, Piperazine, Piperazines, Stereoisomerism, chiral piperazines; 2, 3-substituted piperazines; diamine; annulation; masamune condensation
Abstract
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.
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