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US Patent 7531662 Cinchona-alkaloid-based catalysts, and asymmetric alcoholysis of cyclic anhydrides using them

Patent 7531662 was granted and assigned to Brandeis University on May, 2009 by the United States Patent and Trademark Office.

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Patent
Patent
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Patent attributes

Current Assignee
Brandeis University
Brandeis University
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Patent Jurisdiction
United States Patent and Trademark Office
United States Patent and Trademark Office
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Patent Number
75316620
Patent Inventor Names
Li Deng0
Xiaofeng Liu0
Date of Patent
May 12, 2009
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Patent Application Number
108654900
Date Filed
June 10, 2004
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Patent Primary Examiner
‌
Porfirio Nazario-Gonzalez
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Patent abstract

One aspect of the present invention relates to cinchona-alkaloid-based catalysts. A second aspect of the invention relates to a method of preparing a derivatized cinchona alkaloid catalyst by reacting a cinchona-alkaloid with base and a compound that has a suitable leaving group. Another aspect of the present invention relates to a method of preparing a chiral, non-racemic compound from a prochiral cyclic anhydride or a meso cyclic anhydride, comprising the step of: reacting a prochiral cyclic anhydride or a meso cyclic anhydride with a nucleophile in the presence of a catalyst; wherein said prochiral cyclic anhydride or meso cyclic anhydride comprises an internal plane of symmetry or point of symmetry or both; thereby producing a chiral, non-racemic compound; wherein said catalyst is a derivatized cinchona-alkaloid. Yet another aspect of the present invention relates to a method of kinetic resolution, comprising the step of: reacting a racemic cyclic anhydride with an alcohol in the presence of a derivatized cinchona-alkaloid catalyst.

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