JPS5517351A - Production of sesquiterpene derivative - Google Patents
Production of sesquiterpene derivativeInfo
- Publication number
- JPS5517351A JPS5517351A JP9021278A JP9021278A JPS5517351A JP S5517351 A JPS5517351 A JP S5517351A JP 9021278 A JP9021278 A JP 9021278A JP 9021278 A JP9021278 A JP 9021278A JP S5517351 A JPS5517351 A JP S5517351A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- methyl
- treated
- compound
- cleaved
- 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
Abstract
PURPOSE: The 13-hydroxy derivative is oxidized with ozone and the aromatic ring is cleaved, then the product is treated with a reducing agent, further with an aluminum hydride, and acidified, thus giving readily and directly title compound without optical resolution.
CONSTITUTION: A compound of formula 7 (R1 is methyl; R2 is methyl) or 8 (R1 is methyl; R2 is COOCH3) is oxidized with ozone in a solvent of methylene chloride- methanol or others at -80W0°C and the aromatic ring is cleaved. Then, the product is treated with a reducing agent as sodium borohydride to form the lactone derivative of formula 9. The reaction temperature is 0W30°C. The resulting lactone is treated with an aluminum hydride as [HAl(i-Bu)2] in a solvent as benzene to form a compound formula 10. The reaction temperature is -70W0°C. The starting compounds of formula 7 and 8 are readily obtained from l-abietic acid.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9021278A JPS5920672B2 (en) | 1978-07-24 | 1978-07-24 | Method for producing sesquiterpene derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9021278A JPS5920672B2 (en) | 1978-07-24 | 1978-07-24 | Method for producing sesquiterpene derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5517351A true JPS5517351A (en) | 1980-02-06 |
JPS5920672B2 JPS5920672B2 (en) | 1984-05-15 |
Family
ID=13992169
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9021278A Expired JPS5920672B2 (en) | 1978-07-24 | 1978-07-24 | Method for producing sesquiterpene derivatives |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5920672B2 (en) |
-
1978
- 1978-07-24 JP JP9021278A patent/JPS5920672B2/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
JPS5920672B2 (en) | 1984-05-15 |
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