Premium
Synthesis of an M + 7 stable isotope of γ ‐cyhalothrin
Author(s) -
Johnson Peter L.,
O'Bryan Elizabeth A.
Publication year - 2012
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.2915
Subject(s) - chemistry , cyhalothrin , pyrethroid , diastereomer , yield (engineering) , deuterium , acetone , chromatography , organic chemistry , radiochemistry , pesticide , physics , materials science , quantum mechanics , agronomy , metallurgy , biology
γ ‐Cyhalothrin is a single isomer, synthetic pyrethroid insecticide. This material was originally developed and marketed by Pytech Chemicals, a joint venture between Dow AgroSciences and Cheminova A/S. Cheminova A/S now wholly owns Pytech Chemical. As a part of registration studies, there was a need for a stable isotope of γ ‐cyhalothrin to serve as an internal standard. This paper will discuss the 11‐step synthesis that was used to prepare an M + 7 stable isotope of γ ‐cyhalothrin by utilizing triethyl phosphonoacetate‐ d 2 and acetone‐ d 6 to incorporate deuterium into the molecule. In the end, the diastereomers were separated by preparative reverse‐phase HPLC to give γ ‐cyhalothrin‐ d 7 in an overall yield of 6%. Copyright © 2012 John Wiley & Sons, Ltd.