Synthesis of the four stereoisomers of 2,6-dimethyloctane-1,8-dioic acid, a component of the copulation release pheromone of the cowpea weevil, Callosobruchus maculatus.
A diastereomeric mixture and the four stereoisomers of 2,6-dimethyloctane-1,8-dioic acid (2), a copulation release pheromone of the cowpea weevil, Callosobruchus maculatus, were synthesized. The stereoisomeric purities of the four synthetic isomers of 2 were determined by the HPLC analyses of their bis-2-(2,3-anthracenedicarboximide)-1-cyclohexyl esters.
Nakai
Tomonori
T
Department of Fermentation Science, Faculty of Applied Biological Science, Tokyo University of Agriculture, Japan.
Yajima
Arata
A
Akasaka
Kazuaki
K
Kaihoku
Takayuki
T
Ohtaki
Miki
M
Nukada
Tomoo
T
Ohrui
Hiroshi
H
Yabuta
Goro
G
D000080462:Acyclic Monoterpenes; D002851:Chromatography, High Pressure Liquid; D003998:Dicarboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D012724:Sex Attractants / Q000138:chemical synthesis* / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D048889:Weevils / Q000737:chemistry*
D000080462:Acyclic Monoterpenes; D003998:Dicarboxylic Acids; D007202:Indicators and Reagents; D012724:Sex Attractants; C037294:2,6-dimethyloctane-1,8-dioic acid