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A High-Yield and Cost-Effective Synthesis of Spirotetramat

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Abstract

cis-8-Methoxy-1,3-diazaspiro[4.5]decane-2,4-dione, the key intermediate in the synthesis of spirotetramat, was synthesized by catalytic hydrogenation, oxidation, and Bucherer–Bergs reaction with 4-methoxycyclohexan-1-one as raw material. Spirotetramat was obtained in an overall yield of 20.4% by a multi-step reaction sequence including hydrolysis, esterification, acylation, intramolecular condensation, and O-acylation. The advantages of the proposed method are mild conditions, simple operation, and good to excellent yields in each step.

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Funding

The authors acknowledge the financial support from the Scientific and Technological Project of Henan Province (project no. 192102310142).

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Authors and Affiliations

  1. Henan Engineering Research Center of Chiral Hydroxyl Pharmaceutical, Henan Normal University, 453007, Xinxiang, China

    Guiqing Xu, Jiahao Wang, Yingjie Zhou & Longfei Mao

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  1. Guiqing Xu
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  2. Jiahao Wang
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  3. Yingjie Zhou
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  4. Longfei Mao
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Correspondence to Longfei Mao.

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Xu, G., Wang, J., Zhou, Y. et al. A High-Yield and Cost-Effective Synthesis of Spirotetramat. Russ J Org Chem 56, 1775–1778 (2020). https://doi.org/10.1134/S1070428020100176

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