JPS5517351A - Production of sesquiterpene derivative - Google Patents

Production of sesquiterpene derivative

Info

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
Application number
JP9021278A
Other languages
Japanese (ja)
Other versions
JPS5920672B2 (en
Inventor
Hiroyuki Akita
Takeshi Oishi
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 JP9021278A priority Critical patent/JPS5920672B2/en
Publication of JPS5517351A publication Critical patent/JPS5517351A/en
Publication of JPS5920672B2 publication Critical patent/JPS5920672B2/en
Expired legal-status Critical Current

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
JP9021278A 1978-07-24 1978-07-24 Method for producing sesquiterpene derivatives Expired JPS5920672B2 (en)

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)

Also Published As

Publication number Publication date
JPS5920672B2 (en) 1984-05-15

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