Novel Catalytic Process for Synthesis of Enantiomerically Pure Heterocyclic Compounds

The resulting products of this process are ideally suited for the manufacture of fine chemicals, agrochemicals, and pharmaceuticals.  The products also provide an ideal platform for the development of libraries of highly functionalized, stereochemically-defined molecules suitable for lead identification and optimization in a medicinal chemistry setting.

Researchers at the University of California, Santa Barbara have developed new catalytic processes for the synthesis of enantiomerically pure heterocyclic compounds.  These novel reactions convert simple, widely available starting materials into enantiopure heterocycles under mild conditions and without reagents, metals, or reaction byproducts.  The novel catalysts used in these reactions are organic molecules that catalyze a variety of carbon-carbon, carbon-oxygen, and carbon-nitrogen bond forming reactions.  For example, chiral lactam and lactone products are obtained in good yield and with >200:1 enantiomeric ratio.  Both enantiomers of the chiral catalyst are available.

Patent Number: US8501658B2
Application Number: US2008297858A
Inventor: Bode, Jeffrey | He, Ming | Struble, Justin
Priority Date: 21 Apr 2006
Priority Number: US8501658B2
Application Date: 17 Feb 2010
Publication Date: 6 Aug 2013
IPC Current: B01J003118 | C07D021172 | C07D026528
US Class: 502167 | 544099 | 546301
Assignee Applicant: The Regents of the University of California
Title: Enantioselective reactions catalyzed by chiral triazolium salts
Usefulness: Enantioselective reactions catalyzed by chiral triazolium salts
Summary: For preparing chiral heterocycles e.g. pyridinones and pyranones (claimed) useful for manufacturing pharmaceuticals, pesticides, chemicals, and fragrances.
Novelty: Preparing chiral heterocycles e.g. pyridinones and pyranones useful for manufacturing pharmaceuticals and pesticides, involves contacting an imine and an aldehyde with triazolium salts

化工/材料

化工/材料应用

8501658

Background

Enantioselective and stereoselective organic reactions catalyzed by small organic molecules are an increasingly important method for the synthesis of chiral molecules.  Despite the recognized utility of these processes, there are few methods available for the synthesis of enantiopure heterocyclic compounds.

 

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• Novel Peptide Ligation Process Under Mild, Reagent-Free Conditions

Tech ID/UC Case

23158/2006-565-0

Related Cases

2006-565-0

美国

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