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

被引：6

作者：

Chamakuri, Srinivas ^{[1
]}

Tang, Sunny Ann ^{[1
]}

Tran, Kevin A. ^{[1
]}

Guduru, Shiva Krishna Reddy ^{[1
]}

Bolin, Peter K. ^{[1
]}

MacKenzie, Kevin R. ^{[1
,2
]}

Young, Damian W. ^{[1
,2
,3
]}

机构：

[1] Baylor Coll Med, Ctr Drug Discovery, Dept Pathol & Immunol, One Baylor Plaza, Houston, TX 77030 USA

[2] Baylor Coll Med, Dept Pharmacol & Chem Biol, One Baylor Plaza, Houston, TX 77030 USA

[3] Baylor Coll Med, Verna & Marrs McLean Dept Biochem & Mol Biol, Houston, TX 77030 USA

来源：

MOLECULES | 2022年 / 27卷 / 11期

关键词：

chiral piperazines; 2; 3-substituted piperazines; diamine; annulation; masamune condensation; ASYMMETRIC-SYNTHESIS; BUILDING-BLOCKS; INHIBITORS;

D O I：

10.3390/molecules27113419

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页数：8

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