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


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.

SUBMITTER: Chamakuri S 

PROVIDER: S-EPMC9182393 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

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

Chamakuri Srinivas S   Tang Sunny Ann SA   Tran Kevin A KA   Guduru Shiva Krishna Reddy SKR   Bolin Peter K PK   MacKenzie Kevin R KR   Young Damian W DW  

Molecules (Basel, Switzerland) 20220525 11


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 unde  ...[more]

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