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Title:
NOVEL BICYCLOKETONE AND ITS PREPARATION
Document Type and Number:
Japanese Patent JPS5970687
Kind Code:
A
Abstract:

NEW MATERIAL:The compound of formula I [R is (substituted) benzyl].

EXAMPLE: (5R,6R)-p-Nitrobenzyl 6-(1-hydroxy-1-methylethyl)-1-azabicyclo-[3.2.0] heptane-3,7-dione-2-carboxylate.

USE: An intermediate for the preparation of an antibacterial agent, carpetimycin A.

PROCESS: The compound of formula I can be prepared e.g. by (1) oxidizing the compound of formula II (R1 is OH-protecting group) with chromic acid, etc., (2) reacting the obtained carboxylic acid derivative with malonic acid monoester or its reactive derivative to obtain the ketoester compound of formula III, (3) diazotizing the compound with p-toluenesulfonyl azide, etc., (4) removing the OH- protecting group of the resultant diazoester of formula IV, and (5) heating and cyclizing the product in the presence of rhodium acetate, etc.


Inventors:
UMEZAWA HAMAO
OONO MASAJI
Application Number:
JP18088182A
Publication Date:
April 21, 1984
Filing Date:
October 15, 1982
Export Citation:
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Assignee:
KOWA CO
International Classes:
C07D477/00; C07D487/04; (IPC1-7): C07D487/04
Attorney, Agent or Firm:
Ariga Miyuki