Tetrahedron

Pheromone synthesis. Part 244: Synthesis of the racemate and enantiomers of (11Z, 19Z)-CH503 (3-acetoxy-11, 19-octacosadien-1-ol), a new sex pheromone of male …

K Mori, Y Shikichi, S Shankar, JY Yew

Index: Mori, Kenji; Shikichi, Yasumasa; Shankar, Shruti; Yew, Joanne Y. Tetrahedron, 2010 , vol. 66, # 35 p. 7161 - 7168

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Citation Number: 20

Abstract

The enantiomers of (11Z, 19Z)-3-acetoxy-11, 19-octacosadien-1-ol were synthesized from the enantiomers of 3, 4-epoxy-1-butanol PMB ether. Its racemate was also synthesized. Its (S)-isomer and racemate were shown to possess the same pheromone activity as CH503, a long-lived inhibitor of male courtship in Drosophila melanogaster, although the racemate was less active.

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