JPS5690039A - Preparation of sesquiterpene compound - Google Patents
Preparation of sesquiterpene compoundInfo
- Publication number
- JPS5690039A JPS5690039A JP16876279A JP16876279A JPS5690039A JP S5690039 A JPS5690039 A JP S5690039A JP 16876279 A JP16876279 A JP 16876279A JP 16876279 A JP16876279 A JP 16876279A JP S5690039 A JPS5690039 A JP S5690039A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- give
- treatment
- cinnamodial
- 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
Links
Landscapes
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To carry out the total synthesis of cinnamodial, which is an antifeedant for army worms, from a specific sesquiterpene compound derived from easily available isodrimenin through nine new intermediates.
CONSTITUTION: A compound of formula I derived from isodrimenin is made to react with β,β,β-trichloroethoxycarbonyl chloride to give a compound of formula II, which is oxidized to give a compound of formula III. The compound obtained is subjected to the following treatment subsequently to give a compound of formula IV (Ac is COCH3): Reduction, acetylation, treatment with Zn powder, oxidation, treatment with a dialcohol and an organic acid, and treatment with an alkali. The compound of formula IV is made to react with an oxidizing agent under basic or neutral conditions to give a compound of formula V, which is made to react with an organic acid to afford cinnamodial of formula VI. Cinnamodial is known as a substance extracted from a spedific plant.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16876279A JPS5834459B2 (en) | 1979-12-24 | 1979-12-24 | Method for producing sesquiterpene compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16876279A JPS5834459B2 (en) | 1979-12-24 | 1979-12-24 | Method for producing sesquiterpene compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5690039A true JPS5690039A (en) | 1981-07-21 |
JPS5834459B2 JPS5834459B2 (en) | 1983-07-27 |
Family
ID=15873961
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16876279A Expired JPS5834459B2 (en) | 1979-12-24 | 1979-12-24 | Method for producing sesquiterpene compounds |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5834459B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994022806A1 (en) * | 1993-03-30 | 1994-10-13 | Kyowa Hakko Kogyo Co., Ltd. | Physiologicaly active substance res-1149-1 and derivative thereof |
-
1979
- 1979-12-24 JP JP16876279A patent/JPS5834459B2/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994022806A1 (en) * | 1993-03-30 | 1994-10-13 | Kyowa Hakko Kogyo Co., Ltd. | Physiologicaly active substance res-1149-1 and derivative thereof |
Also Published As
Publication number | Publication date |
---|---|
JPS5834459B2 (en) | 1983-07-27 |
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