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filingDate 2004-11-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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publicationDate 2005-03-03-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber JP-2005053931-A
titleOfInvention Synthesis process of azetidinone
abstract PROBLEM TO BE SOLVED: To provide a simple high-yield improved process for producing a hypocholesterolemic agent azetidinone having the formula I. The present invention provides a process for preparing the hypocholesterolemic compound (I), which process comprises the following steps: (a) reacting p-fluorobenzoylbutyric acid with pivaloyl chloride. Acylating the product with a chiral auxiliary to give a ketone of formula (IV); (b) reducing the ketone of formula (IV) to an alcohol in the presence of a chiral catalyst; (c) Reacting the chiral alcohol, imine and silyl protecting agent of step (b) and then condensing the protected compound to give a β- (substituted amino) amide of formula (VII); (d) formula (VII) Cyclizing the β- (substituted amino) amide of silylation with a silylating agent and a fluoride ion catalyst to obtain a protected lactam of formula (VIII). Intermediates of formula (VII and VIII) are also claimed.
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