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A variation of Favorskii rearrangement mechanism under weakly acidic conditions_the case of clobetasol propionate degradation in solution.pdf (813.35 kB)
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A Variation of Favorskii Rearrangement Mechanism Under Weakly Acidic Conditions: The Case of Clobetasol Propionate Degradation in Solution

preprint
submitted on 05.02.2020 and posted on 06.02.2020 by Yun Tian, Haoran Zhang, Zach Zhu, Li Chen, Evelyn Wang, Jianyang Jin, Dan Li, Wenquan Zhu, Min Li, Lei Fu
This paper describes our efforts in proposing a novel mechanism for the formation of the major degradant of clobetasol propionate under weakly acidic conditions through a comprehensive investigation. In the proposed mechanism, the key Favorskii intermediate plays a critical role. This variation of the original Favorskii rearrangement, which proceeds only under alkaline conditions, has not been reported before. This mechanism enriches the understanding of the degradation chemistry of corticosteroids containing the α-haloketone moiety on their 17-position.

History

Email Address of Submitting Author

minli88@yahoo.com

Institution

Huahai Pharmaceutical Co., Ltd and Huahai US Inc.

Country

USA

ORCID For Submitting Author

0000-0001-8690-3451

Declaration of Conflict of Interest

No conflict of interest.

Version Notes

This is the first version.

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