JPS5527127A - Preparation of 2-oxohibaol - Google Patents

Preparation of 2-oxohibaol

Info

Publication number
JPS5527127A
JPS5527127A JP9900178A JP9900178A JPS5527127A JP S5527127 A JPS5527127 A JP S5527127A JP 9900178 A JP9900178 A JP 9900178A JP 9900178 A JP9900178 A JP 9900178A JP S5527127 A JPS5527127 A JP S5527127A
Authority
JP
Japan
Prior art keywords
compound
product
lithium
debrominating
methylating
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.)
Pending
Application number
JP9900178A
Other languages
Japanese (ja)
Inventor
Tetsuji Kametani
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.)
SENDAI FUKUSOKAN KAGAKU KENKYU
SENDAI FUKUSOKAN KAGAKU KENKYUSHO
Original Assignee
SENDAI FUKUSOKAN KAGAKU KENKYU
SENDAI FUKUSOKAN KAGAKU KENKYUSHO
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 SENDAI FUKUSOKAN KAGAKU KENKYU, SENDAI FUKUSOKAN KAGAKU KENKYUSHO filed Critical SENDAI FUKUSOKAN KAGAKU KENKYU
Priority to JP9900178A priority Critical patent/JPS5527127A/en
Publication of JPS5527127A publication Critical patent/JPS5527127A/en
Pending legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

NEW MATERIAL:2-Oxohibaol of formula I.
USE: An intermediate of a natural tetracyclic compound, hibaol (diterpene). A compound having pharmacological activity.
PROCESS: The objective compound I is pepared in high yield and in a relatively short process, by (1) reducing a compound II with metallic Li in liquid ammonia, (2) oxidizing the product with hydrogen peroxide to the compound III, (3) reacting the compound III with p-toluenesulfonylhydrazine, (4) reacting the produced 4- oxodecaline derivative with methyl lithium to afford the compound VI, (5) closing the ring of the compound VI with a mixture of trifluoroacetic acid anhydride and trifluoroacetic acid, (6) brominating the product by conventional method, (7) debrominating the product to afford the compound V, (8) methylating the compound V with lithium dimethl copper, (9) debrominating the product, and (10) again methylating the product with lithium dimethyl copper.
COPYRIGHT: (C)1980,JPO&Japio
JP9900178A 1978-08-16 1978-08-16 Preparation of 2-oxohibaol Pending JPS5527127A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP9900178A JPS5527127A (en) 1978-08-16 1978-08-16 Preparation of 2-oxohibaol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP9900178A JPS5527127A (en) 1978-08-16 1978-08-16 Preparation of 2-oxohibaol

Publications (1)

Publication Number Publication Date
JPS5527127A true JPS5527127A (en) 1980-02-27

Family

ID=14234737

Family Applications (1)

Application Number Title Priority Date Filing Date
JP9900178A Pending JPS5527127A (en) 1978-08-16 1978-08-16 Preparation of 2-oxohibaol

Country Status (1)

Country Link
JP (1) JPS5527127A (en)

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