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Title:
FLUORINE-CONTAINING 2-BUTENOLIDE DERIVATIVE
Document Type and Number:
Japanese Patent JPH03264572
Kind Code:
A
Abstract:

NEW MATERIAL:A fluorine-containing 2-butenolide derivative shown by formula I (n is 0-2; R1 and R2 are H or protecting group).

EXAMPLE: A compound wherein n in formula I is 0 and both R1 and R2 are t-butyldimethylsilyl.

USE: An intermediate for anti-cancer drug and antimicrobial agents. Having optical activity.

PREPARATION: A furan shown by formula III is reacted with n-BuLi and a compound shown by formula R1Cl in a solvent such as tetrahydrofuran and then reacted with n-BuLi and a compound shown by formula IV to form a compound shown by formula II, which is then reduced with a reducing agent such as NaBH4 in a solvent such as ethanol, then with acetyl chloride and further asymmetrically hydrolyzed with esterase to give compounds shown by formula V and formula VI. The compound shown by formula V is reacted with R2Cl, oxidized with an oxidizing agent such as magnesium monoperoxyphthalate and further with D-camphorsulfoniic acid to give a compound shown by formula I.


Inventors:
KITATSUME TOMOYA
NAKAMURA KOICHI
Application Number:
JP6205390A
Publication Date:
November 25, 1991
Filing Date:
March 13, 1990
Export Citation:
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Assignee:
KURITA WATER IND LTD
International Classes:
C07D307/58; C07F7/18; (IPC1-7): C07D307/58; C07F7/18
Attorney, Agent or Firm:
Yanagihara