Synthesis of Highly Pure Enantiomers of the Insecticide Salithion

Shao Yong Wu, Akinori Hirashima, Morifusa Eto, Kazunori Yanagi, Eriko Nishioka, Koichi Moriguchi

研究成果: Contribution to journalArticle査読

抄録

Optically active salithion (>98% e.e.) was obtained via an L-proline methyl ester derivative (PS), whose diastereomers were easily separated, with subsequent sulfuric acid-catalyzed methanolysis. The configuration of each diastereomeric PS was determined by NMR and single-crystal X-ray analysis. The optical purity of each PS and of the salithion enantiomers was measured by 1H-NMR and HPLC, respectively. The sulfuric acid-catalyzed methanolysis of PS to salithion was confirmed to have proceeded with an inversion of the configuration at the phosphorus atom by an experiment using model compounds.

本文言語英語
ページ(範囲)157-163
ページ数7
ジャーナルAgricultural and Biological Chemistry
53
1
DOI
出版ステータス出版済み - 1989

All Science Journal Classification (ASJC) codes

  • 生化学、遺伝学、分子生物学(全般)
  • 農業および生物科学(全般)

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