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A High-Yield and Cost-Effective Synthesis of Spirotetramat
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-11-24 , DOI: 10.1134/s1070428020100176
Guiqing Xu , Jiahao Wang , Yingjie Zhou , Longfei Mao

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.



中文翻译:

Spirotetramat的一种高产且经济高效的合成方法

摘要

顺式-8-甲氧基-1,3-二氮杂螺[4.5]癸烷-2,4-二酮是合成螺旋四醇的关键中间体,是通过催化氢化,氧化和与4-甲氧基环己酮-1的Bucherer-Bergs反应合成的一为原料。通过包括水解,酯化,酰化,分子内缩合和O-酰化的多步反应序列以20.4%的总产率获得了Spirotetramat。所提出的方法的优点是条件温和,操作简单,并且每个步骤的产率都良好至优异。

更新日期:2020-11-25
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