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Synthesis
DOI: 10.1055/a-2608-1058
paper

Lipase-Catalyzed Esterification of Protected Amides under Ultrasound Irradiation via N–C(O) Cleavage

Priya Mahaur
,
Harshita Pandey
,
Vishal Singh
,
Khushbu Rajput
,
Vandana Srivastava∗
,
Sundaram Singh∗
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Abstract

A novel ultrasound-assisted protocol has been devised for the highly chemoselective esterification of tert-butyloxycarbonyl (Boc)-activated secondary carboxamides with alcohols. This study highlights the catalytic versatility of PPL lipase, which extends beyond their traditional hydrolytic functions to include synthetic applications like esterification and transesterification. The research investigates the enzymatic esterification of protected amides with alcohols, utilizing PPL lipase as a biocatalyst under ultrasound irradiation. This method can achieve high reaction rates and selectivities under mild conditions.

Key words

esterification - PPL lipase - ultrasound-assisted - transition-metal-free

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-2608-1058.
  • Supporting Information


Publication History

Received: 04 April 2025

Accepted after revision: 14 May 2025

Accepted Manuscript online:
14 May 2025

Article published online:
04 June 2025

© 2025. Thieme. All rights reserved

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany

 

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