JPS5690073A - Preparation of sesquiterpene compound - Google Patents
Preparation of sesquiterpene compoundInfo
- Publication number
- JPS5690073A JPS5690073A JP16876379A JP16876379A JPS5690073A JP S5690073 A JPS5690073 A JP S5690073A JP 16876379 A JP16876379 A JP 16876379A JP 16876379 A JP16876379 A JP 16876379A JP S5690073 A JPS5690073 A JP S5690073A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- cinnamosmolide
- isodrimenin
- derived
- 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
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Abstract
PURPOSE: To pepare a fungicide, cinnamosmolide, by total synthesis via seven intermediates including novel compounds, from a specific sequiterpene compound derived from easily available isodrimenin.
CONSTITUTION: Cinnamosmolide of formula V is prepared by (1) preparing the compound of formula II from the compound of formula 1 derived from isodrimenin, via trichloroethoxycarbonyl compound, an enone compound, a 6-hydroxy compound and a 6-acetoxy compound; (2) reacting the compound of formula II with an oxidizing agent (pref. Jones reagent), (3) converting the resulting carboxylic acid of formula III to the compound of formula IV by treating with an alkali such as NaOH and then with an acid such as dilute hydrochloric acid, and (4) acetylating the compound of formula IV e.g. with acetic anhydride/pyridine. Cinnamosmolide is a compound known as an extraction component of a specific plant, and is useful as a fungicide against cutaneous fungi.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16876379A JPS5842875B2 (en) | 1979-12-24 | 1979-12-24 | Method for producing sesquiterpene compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16876379A JPS5842875B2 (en) | 1979-12-24 | 1979-12-24 | Method for producing sesquiterpene compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5690073A true JPS5690073A (en) | 1981-07-21 |
JPS5842875B2 JPS5842875B2 (en) | 1983-09-22 |
Family
ID=15873983
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16876379A Expired JPS5842875B2 (en) | 1979-12-24 | 1979-12-24 | Method for producing sesquiterpene compounds |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5842875B2 (en) |
-
1979
- 1979-12-24 JP JP16876379A patent/JPS5842875B2/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
JPS5842875B2 (en) | 1983-09-22 |
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