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Compound - 5R6S-6-acetoxy-5-hexadecanolide


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Formula: C18H32O4 
MW: 312.44 

[MS]  [ NMR ]  [Behavioural function]  [Chemdraw

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Reference(s) for synthesis of (5R,6S)-6-Acetoxy-5-hexadecanolide

Dhotare, B., Goswami, D., and Chattopadhyay, A. 2005. (R)-2,3-cyclohexylideneglyceraldehyde, a novel template for stereoselective preparation of functionalized delta-lactones: synthesis of mosquito oviposition pheromone. Tetrahedron Lett. 46:6219-6221.
Ikishima, H., Sekiguchi, Y., and Ichikawa, Y., Kotsuki, H. 2006. Synthesis of (-)-(5R,6S)-6-acetoxyhexadecanolide based on L-proline-catalyzed asymmetric aldol reactions. Tetrahedron. 62:311-316.
Ko, K.-Y., and Eliel, E.L. 1986. Asymmetric synthesis of (5R,6S)-6-acetoxy-5-hexadecanolide, the major component of the oviposition attractant pheromone of the mosquito Culex pipens fatigans, and two of its stereoisomers. J. Org. Chem. 51:5353-5362.
Olagbemiro, T.O., Birkett, M.A., Mordue (Luntz), A.J., and Pickett, J.A. 1999. Production of (5R,6S)-6-acetoxy-5-hexadecanolide, the mosquito oviposition pheromone, from the seed oil of the summer cypress plant, Kochia scoparia (Chenopodiaceae). J. Agric. Food Chem. 47:3411-3415.
Sun, B., Chen, X., Li, Y., Li, Y., Peng, L., and Yamasaki, K. 2005. Synthesis of (-)-(5R,6S)-6-acetoxyhexadecan-5-olide by L-proline-catalyzed asymmetric aldol reactions. Tetrahedron Asymmetry. 16:1305-1307.

Citation: El-Sayed AM 2014. The Pherobase: Database of Insect Pheromones and Semiochemicals. <>.
2003-2014 The Pherobase - Extensive Database of Insect Pheromones and Semiochemicals. Ashraf M. El-Sayed.
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