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Patent Searching and Data


Title:
NOVEL ALKAVINONE INTERMEDIATE AND ITS PREPARATION
Document Type and Number:
Japanese Patent JPS59112943
Kind Code:
A
Abstract:

NEW MATERIAL:The compound of formula I (R1 is H, OH or lower alkoxy; R2 is 1W4C alkyl).

EXAMPLE: The compound of formula II.

USE: An intermediate of aklavinone-group compound, from which an aclacinomycin-group compound can be synthesized easily by enzymatic glycosidation.

PROCESS: The compound of formula I can be prepared by (1) bonding the compound of formula III (X is Br or Cl) with the compound of formula IV by Diels- Alder reaction, (2) oxidizing the resultant condensate to the compound of formula V, (3) oxidizing the compound with ozone, (4) reacting the resultant aldehyde compound with D-(-)-2,3-butanediol to obtain the compound of formula VI, (5) subjecting the compound to aldol condensation with 1-(trimethylsilyl)-2-butanone, and (6) cyclizing the product. The compound of formula I can be converted to an aklavinone-group compound easily, by treating in, e.g. trifluoroacetic acid at -78W+10°C.


Inventors:
KISHI YOSHITO
Application Number:
JP22217482A
Publication Date:
June 29, 1984
Filing Date:
December 20, 1982
Export Citation:
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Assignee:
MEIJI SEIKA CO
International Classes:
C07C67/333; C07C69/95; C07D307/77; C07D317/30; (IPC1-7): C07C67/333; C07C69/757
Other References:
J.OF AMERICAN CHEMICAL SOCIETY
Attorney, Agent or Firm:
Shigeru Yagita