Please login first
Late-stage oxygenation towards the preparation of metabolites of agrochemical active ingredients
* 1, 2 , 3 , 1
1  Centro de Química Estrutural - Institute of Molecular Sciences, Universidade de Lisboa
2  Department of Chemistry and Biochemistry, Faculdade de Ciências, Universidade de Lisboa
3  ASCENZA Agro, S.A., Screening & Synthesis Laboratory, Setúbal, Portugal
Academic Editor: Alfredo Berzal-Herranz

Published: 01 November 2022 by MDPI in 8th International Electronic Conference on Medicinal Chemistry session General

The development of plant protection products requires the safety profile analysis of active ingredients (AIs). This includes toxicity determination of AI metabolites. A very common phase-one metabolism reaction is C‑oxygenation catalyzed by cytochrome P450 enzymes. Thus, the synthesis of oxygenated AI metabolites is of great importance to agrochemical producing companies, namely ASCENZA Agro, for safety evaluation purposes. Herein, we describe the progress towards the synthesis of hydroxylated aromatic metabolites of several AIs, using methods described by Tobias Ritter and co-workers. These methods allow the late-stage oxygenation of the aromatic and benzylic positions, by generating mesylate derivatives with bis(methanesulfonyl) peroxide as an oxidant, followed by conversion to the corresponding phenols.

Keywords: Late-stage; oxygenation; metabolites; agrochemical active ingredients.