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Synthesis and chiral purification of 14 C‐labeled novel neonicotinoids, paichongding
Author(s) -
Li Chao,
Xu XiaoYong,
Li JuYing,
Ye QingFu,
Li Zhong
Publication year - 2011
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1921
Subject(s) - chemistry , imidacloprid , high performance liquid chromatography , diastereomer , nitromethane , pesticide , brown planthopper , chromatography , organic chemistry , biochemistry , gene , agronomy , biology
Paichongding, a novel neonicotinoids pesticide with excellent insecticidal activity against imidacloprid‐resistant brown planthopper, has been sold in the Chinese market as new pesticide. [ 14 C]Paichongding was proposed as a tracer to support the further study to elucidate the metabolism of the commercialized pesticide. This paper describes an efficient synthesis of [ 14 C]paichongding in five radiochemical steps from [ 14 C]nitromethane ( 1 ). Then the four diastereoisomers ( a , b , c , and d ) were separated by preparative chiral HPLC and characterized by HPLC and HPLC‐LSC. This methodology could be utilized in the syntheses of other 14 C‐labeled nitromethylene neonicotinoids derivatives. Copyright © 2011 John Wiley & Sons, Ltd.