Synthesis of Chiral Tetrahydrofuran Building Blocks from Pantolactones: Application in the Synthesis of Empagliflozin and Amprenavir Analogs

Athawale, Paresh R. ; Kumari, Neeta ; Dandawate, Monica R. ; Kashinath, K. ; Srinivasa Reddy, D. (2019) Synthesis of Chiral Tetrahydrofuran Building Blocks from Pantolactones: Application in the Synthesis of Empagliflozin and Amprenavir Analogs European Journal of Organic Chemistry, 2019 (30). pp. 4805-4810. ISSN 1434193X

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Official URL: http://doi.org/10.1002/ejoc.201900718

Related URL: http://dx.doi.org/10.1002/ejoc.201900718

Abstract

Chiral 4,4–dimethyl tetrahydrofurans were synthesized using a chiral pool approach starting from both pantolactones. The synthesized building blocks are substituted with azide, amine, or alcohol groups making them interesting for applications in medicinal chemistry. Two of the synthesized building blocks were utilized for the synthesis of new analogs of amprenavir (protease inhibitor – anti HIV) and empagliflozin (SGLT2 inhibitor – anti-diabetic).

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Deposited On:22 Jul 2021 09:41
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