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Compound - 7R8S-disparlure [(7R,8S)-cis-7,8-Epoxy-2-methyloctadecane]

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(7R,8S)-cis-7,8-Epoxy-2-methyloctadecane Formula:  C19H38O  CAS#:  35898-62-5  MW:  282.51  [MS]  [ NMR ]  [Behavioural function]

Dots surface:

Reference(s) for synthesis of (7R,8S)-cis-7,8-Epoxy-2-methyloctadecane [7R8S-disparlure] Chan, T.H., and Koumaglo, K. 1985. Silicon in organic synthesis. Stereoselective synthesis of some insect sex pheromones. J. Organomet. Chem. 285:109-120.   Kel'in, A.V., and Kulinkovich, O.G. 1998. New synthesis of (±)-cis-disparlure, pheromone of female gypsy moth (Porthetria dispar) species. Russ. J. Org. Chem. 34:1446-1448.   Koumaglo, K., and Chan, T.H. 1984. Regioselection in the alkylation of trimethylsilylallyl anion - stereoselective synthesis of disubstituted alkenes. Tetrahedron Lett. 25:717-720.   Koumbis, A.E., and Chronopoulos, D.D. 2005. A short and efficient synthesis of (+)-disparlure and its enantiomer. Tetrahedron Lett. 46:4353-4355.   Marshall, J.A., Jablonowski, J.A., and Jiang, H. 1999. Total synthesis of the gypsy moth pheromones (+)- and (-)-disparlure from a single nonracemic alpha-silyloxy allylic stannane. J. Org. Chem. 64:2152-2154.   Prestwich, G.D., Mc Graham, S., Kuo, J.-W., and Vogt, R.G. 1989. Tritium-labeled enantiomers of disparlure. Synthesis and in vitro metabolism. J. Am. Chem. Soc. 111:636-642.   Sonnet, P.E. 1980. Olefin inversion. 3. Preparations and reductions of vic-halohydrin trifluoroacetates. J. Org. Chem. 45:154-157.