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Synthesis of a new class of cathepsin B inhibitors exploiting a unique reaction cascade
Chiral 5-substituted 3-pyrrolin-2-ones bearing L-Ile-L-Pro-OH or L-Phe-NHCH2Ph were successfully synthesized by utilizing a characteristic reaction cascade based on alkaline hydrolysis of the corresponding diethyl alpha-hydroxy-alpha-(beta-propiolamide)malonates. Among the synthesized chiral pyrrolinones, compound 5S-9 proved to be the most potent inhibitor against cathepsin B, (C) 2000 Elsevier Science Ltd. All rights reserved.
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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem