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  1. Article ; Online: Furan-Derived Chiral Bicycloaziridino Lactone Synthon: Collective Syntheses of Oseltamivir Phosphate (Tamiflu), (S)-Pipecolic acid and its 3-Hydroxy Derivatives.

    Chavan, Subhash P / Kadam, Appasaheb L / Shinde, Shrikrishna S / Gonnade, Rajesh G

    Chemistry, an Asian journal

    2020  Volume 15, Issue 3, Page(s) 415–424

    Abstract: A unified synthetic strategy for oseltamivir phosphate (tamiflu), (S)-pipecolic acid, and its 3-hydroxy derivatives from furan derived common chiral bicycloaziridino lactone synthon is described here. Key features are the short (4-steps), enantiopure, ... ...

    Abstract A unified synthetic strategy for oseltamivir phosphate (tamiflu), (S)-pipecolic acid, and its 3-hydroxy derivatives from furan derived common chiral bicycloaziridino lactone synthon is described here. Key features are the short (4-steps), enantiopure, and decagram-scale synthesis of common chiral synthon from furan and its first-ever application in the total synthesis of biologically active compounds by taking the advantages of high functionalization ability of chiral synthon.
    Language English
    Publishing date 2020-01-20
    Publishing country Germany
    Document type Journal Article
    ISSN 1861-471X
    ISSN (online) 1861-471X
    DOI 10.1002/asia.201901523
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: Scalable Synthesis of 3-Ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one: An Important Building Block of the Antidiabetic Drug Glimepiride

    Chavan, Subhash P. / Pawar, Ambaji A. / Patil, Niteen B. / Kadam, Appasaheb L. / Shinde, Shrikrishna S.

    Synthesis

    2020  Volume 52, Issue 22, Page(s) 3480–3484

    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- ... ...

    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.
    Keywords glimepiride ; antidiabetic drug ; scalable synthesis ; lactams ; butenolide
    Language English
    Publishing date 2020-08-04
    Publisher © Georg Thieme Verlag
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/s-0040-1707344
    Database Thieme publisher's database

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