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Title:
WARBURGANAL ANALOG
Document Type and Number:
Japanese Patent JPS5838232
Kind Code:
A
Abstract:

NEW MATERIAL:A warburganal analog expressed by formulaI(X is H or OH; Y is formyl or acetal thereof; R' is H or lower alkyl).

EXAMPLE: ( 1R, 4aS, 5S, 8aR )-1,2,3,4,4a,5,8,8a-Octahydro-5, 6-diformyl-1,4a-dimethyl-5-hydroxy-1-naphthalenecarboxylic acid.

USE: A feeding inhibitor for armyworm, antitumor agent and anticancer agent.

PROCESS: A novel compound expressed by formula II (Y' is acetalized formyl; R" is lower alkyl) is reacted with a strong base, e.g. n-butyl lithium, to convert the -CH2CHO into an enolic salt, which is then reacted with trimethylsilyl chloride and subjected to the ozonolysis to afford a compound expressed by formulaI-a. The resultant compound expressed by formulaI-a is then reacted with a strong base and treated with an oxidizing agent to give a compound expressed by formulaI-b, which is then hydrolyzed to afford a compound expressed by formulaI-c.


Inventors:
OONO MASAJI
Application Number:
JP13540381A
Publication Date:
March 05, 1983
Filing Date:
August 31, 1981
Export Citation:
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Assignee:
TEIKOKU HORMONE MFG CO LTD
HARIMA CHEMICALS INC
International Classes:
C07C62/34; A01N37/08; A01N37/42; A61K31/19; A61K31/215; A61P35/00; C07C51/00; C07C62/36; C07C67/00; C07C69/757; C07D319/06; (IPC1-7): A01N37/08; A61K31/19; C07C62/34; C07C62/36; C07C69/757; C07D319/06