Chemical Ecology of Astigmatid Mites. Part XLVIII. Facile Synthesis of 2-Hydroxy-6-methylbenzaldehyde, an Alarm and Sex Pheromone Component of Astigmatid Mites.

doi:10.1271/BBB.61.1546

Paper

Chemical Ecology of Astigmatid Mites. Part XLVIII. Facile Synthesis of 2-Hydroxy-6-methylbenzaldehyde, an Alarm and Sex Pheromone Component of Astigmatid Mites.

Published Sep 23, 1997 · Satoshi Noguchi, N. Mori, Y. Kuwahara

Bioscience, Biotechnology, and Biochemistry

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Abstract

2-Hydroxy-6-methylbenzaldehyde (5) is a component of astigmatid mites, functioning as the alarm and sex pheromones, and the establishment of its convenient synthesis is prerequisite and of vital importance to develop applications of these pheromones for practical use.The target compound (5) was effectively synthesized from m-cresol (1) by the following four steps in a 44% overall yield: protection of the hydroxyl group by a tetrahydropyranyl group, blocking the active site (6-position of 1) by a trimethylsilyl group via lithiation and subsequent silylation, formylation via lithiation and successive quenching by dimethylformamide, and deprotection by a trifluoroacetic acid treatment.

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This study successfully synthesized 2-Hydroxy-6-methylbenzaldehyde, an alarm and sex pheromone component of astigmatid mites, with a 44% overall yield, providing a convenient method for practical applications of these pheromones.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Chemical Ecology of Astigmatid Mites. Part XLVIII. Facile Synthesis of 2-Hydroxy-6-methylbenzaldehyde, an Alarm and Sex Pheromone Component of Astigmatid Mites.

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References

Citations

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