The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Patent No.:

US 7126014 B1

PDF
Full Text
Expired
Date of Patent:
Oct. 24, 2006

Filed:

Feb. 20, 2004
Applicants:

Alan P. Kozikowski, Princeton, NJ (US);

Leo J. Romanczyk, Jr., Hackettstown, NJ (US);

Werner Tückmantel, Washington, DC (US);

Inventors:

Alan P. Kozikowski, Princeton, NJ (US);

Leo J. Romanczyk, Jr., Hackettstown, NJ (US);

Werner Tückmantel, Washington, DC (US);

Assignee:
Attorneys:
Primary Examiner:
Int. Cl.
CPC ...
C07C 311/76 (2006.01);
U.S. Cl.
CPC ...
Abstract

Oligomeric procyanidins containing 4α-linked epicatechin units are rare in nature and have hitherto not been accessible through stereoselective synthesis. Provided herein is the preparation of the prototypical dimer, epicatechin-4α,8-epicatechin, by reaction of the protected 4-ketones with aryllithium reagents derived by halogen/metal exchange from the aryl bromides. Removal of the 4-hydroxyl group from the resulting tertiary benzylic alcohols is effected by tri-n-butyltin hydride and trifluoroacetic acid in a completely stereoselective manner, resulting in hydride delivery exclusively from the β face.


Find Patent Forward Citations

Kozikowski, Alan. (2006). Synthesis of epecatechin-4α, 8-epicatechin and -catechin dimers and derivatives thereof (U.S. Patent No. 7126014). U.S. Patent and Trademark Office. https://idiyas.com/patent/badge/7126014

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