(E)-2-ISOPROPYL-5-METHYL-3,5-HEXADIENOATE COMPOUND AND MANUFACTURING METHOD THEREFOR, AND (E)-2-ISOPROPYL-5-METHYL-3,5-HEXADIENOL AND MANUFACTURING METHOD OF (E)-2-ISOPROPYL-5-METHYL-3,5-HEXADIENYL=CARBOXYLATE USING THE SAME

• Main Authors: ISHIBASHI NAOKI, YAMASHITA MIYOSHI, WAKAMORI SHINNOSUKE, KANAO TAKESHI
• Format: Patent
• Language: English; Japanese
• Published: 23.02.2017
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY

PROBLEM TO BE SOLVED: To provide a geometric selective manufacturing method of (±)-body of sexual pheromone (E)-2-isopropyl-5-methyl-3,5-hexadienyl=acetate of GPMB.SOLUTION: The present invention provides a manufacturing method of a compound (4) includes the steps of at least: dehydrogenating a compound (1) of 3-hydroxy-2-isopropyl-5-methyl-4-hexenoate to obtain a compound (2) of (E)-2-isopropyl-5-methyl-3,5-hexadienoate; reducing an alkoxycarbonyl group of the resulting compound (2) to obtain a compound (3) of (E)-2-isopropyl-5-methyl-3,5-hexadienol; and esterifying the resulting compound (3) to obtain the compound (4) of (E)-2-isopropyl-5-methyl-3,5-hexadienyl=carboxylate.SELECTED DRAWING: None 【課題】ＧＰＭＢの性フェロモン（Ｅ）−２−イソプロピル−５−メチル−３，５−ヘキサジエニル＝アセテートの（±）−体の幾何選択的な製造方法等を提供する。【解決手段】３−ヒドロキシ-２−イソプロピル−５−メチル−４−ヘキセノエート化合物（１）を脱水反応することにより、（Ｅ）−２−イソプロピル−５−メチル−３，５−ヘキサジエノエート化合物（２）を得る工程と、得られた化合物（２）のアルコキシカルボニル基を還元することにより、（Ｅ）−２−イソプロピル−５−メチル−３，５−ヘキサジエノール（３）を得る工程と、得られた化合物（３）をエステル化して（Ｅ）−２−イソプロピル−５−メチル−３，５−ヘキサジエニル＝カルボキシレート（４）を得る工程を少なくとも含む化合物（４）の製造方法等を提供する。【化１】【選択図】なし