Scalable synthesis of 3-Ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one: an important building block of the antidiabetic drug glimepiride

TitleScalable synthesis of 3-Ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one: an important building block of the antidiabetic drug glimepiride
Publication TypeJournal Article
Year of Publication2020
AuthorsChavan, SP, Pawar, AA, Patil, NB, Kadam, AL, Shinde, SS
JournalSynthesis-Stuttgart
Volume52
Issue22
Pagination3480-3484
Date PublishedNOV
Type of ArticleArticle
ISSN0039-7881
Keywordsantidiabetic drug, Butenolide, glimepiride, lactams, scalable synthesis
Abstract

A four-step, practical, and easily scalable synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one, an important building block of the antidiabetic drug glimepiride, has been accomplished. Key features are the synthesis of 3-methyl-4-hydroxy-2-butenolide in water and triflic acid mediated N-benzyl lactam N-deprotection. The main advantages of this process are the scalable synthetic route and decreased number of reaction steps, which paves the way for the industrial-scale synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one.

DOI10.1055/s-0040-1707344
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.675

Divison category: 
Organic Chemistry

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