114088-42-5Relevant articles and documents
A NEW SYNTHESIS OF (4R,8R)-4,8-DIMETHYLDECANAL - THE PHEROMONE OF THE MEAL WORMS Tribolium confusum AND Tribolium castaneum
Hao, Nguyen Kong,Cheskis, B. A.,Mavrov, M. V.,Moiseenkov, A. M.,Serebryakov, E. P.
, p. 449 - 453 (2007/10/02)
A method of synthesis was developed for (4R,8R)-4,8-dimethyldecanal - the aggregation pheromone of the meal worms Tribolium confusum and T. castaneum.It contains altogether 12 stages and uses (R)-(+)-5-acetoxy-4-ethylpentanoic acid and (S)-(+)-3,7-dimethyl-1,6-octadiene as the initial chiral compounds.The overall yield of the pheromone amounted to 27percent on the initial acid or 15percent on the initial diene.The optical purity of the chiral centers C-4 and C-8 in the molecule of the pheromone was estimated as ca. 55 and ca. 97percent respectively.