JPS55136285A - Sesquiterpene derivative and its preparation - Google Patents

Sesquiterpene derivative and its preparation

Info

Publication number
JPS55136285A
JPS55136285A JP4230979A JP4230979A JPS55136285A JP S55136285 A JPS55136285 A JP S55136285A JP 4230979 A JP4230979 A JP 4230979A JP 4230979 A JP4230979 A JP 4230979A JP S55136285 A JPS55136285 A JP S55136285A
Authority
JP
Japan
Prior art keywords
formula
warburganal
aldehyde
compound
derivative
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP4230979A
Other languages
Japanese (ja)
Other versions
JPS5719118B2 (en
Inventor
Takeshi Oishi
Tadashi Nakada
Hiroyuki Akita
Takanobu Naito
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
RIKEN Institute of Physical and Chemical Research
Original Assignee
RIKEN Institute of Physical and Chemical Research
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by RIKEN Institute of Physical and Chemical Research filed Critical RIKEN Institute of Physical and Chemical Research
Priority to JP4230979A priority Critical patent/JPS55136285A/en
Publication of JPS55136285A publication Critical patent/JPS55136285A/en
Publication of JPS5719118B2 publication Critical patent/JPS5719118B2/ja
Granted legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

NEW MATERIAL:A sesquiterpene derivative of formula I.
USE: An intermediate for the synthesis of warburganal having a powerful antifeedant action on armyworm.
PROCESS: 7-Oxoisodrimenin of formula II is treated with a dihydric alcohol, e.g. ethylene glycol, and an organic acid, e.g. p-toluenesulfonic acid, and refluxed in an aromatic hydrocarbon solvent, e.g. benzene, to give the compound of formula I in high yield. The compound of formula II can be obtained readily by treating isodrimenin of formula III with an oxidizing agent, preferably chromic acid, in high yield. The ketal derivative of formula I is converted into a ketone, diacetate, epoxy, triol, silyl, carbonate, alcohol, aldehyde, ketal, diol, and aldehyde in order, to afford warburganal of formula IV.
COPYRIGHT: (C)1980,JPO&Japio
JP4230979A 1979-04-06 1979-04-06 Sesquiterpene derivative and its preparation Granted JPS55136285A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP4230979A JPS55136285A (en) 1979-04-06 1979-04-06 Sesquiterpene derivative and its preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP4230979A JPS55136285A (en) 1979-04-06 1979-04-06 Sesquiterpene derivative and its preparation

Publications (2)

Publication Number Publication Date
JPS55136285A true JPS55136285A (en) 1980-10-23
JPS5719118B2 JPS5719118B2 (en) 1982-04-20

Family

ID=12632413

Family Applications (1)

Application Number Title Priority Date Filing Date
JP4230979A Granted JPS55136285A (en) 1979-04-06 1979-04-06 Sesquiterpene derivative and its preparation

Country Status (1)

Country Link
JP (1) JPS55136285A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996025385A1 (en) * 1995-02-15 1996-08-22 Toa Gosei Co., Ltd. Sesquiterpene compounds

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996025385A1 (en) * 1995-02-15 1996-08-22 Toa Gosei Co., Ltd. Sesquiterpene compounds
US5840927A (en) * 1995-02-15 1998-11-24 Toa Gosei Co., Ltd. Sesquiterpene compounds

Also Published As

Publication number Publication date
JPS5719118B2 (en) 1982-04-20

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