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.

Date of Patent:
Feb. 25, 2014

Filed:

Sep. 14, 2012
Applicants:

Dar-fu Tai, Hualien, TW;

Venkatachalam Angamuthu, Hualien, TW;

Yew-min Tzeng, Taichung, TW;

Inventors:

Dar-Fu Tai, Hualien, TW;

Venkatachalam Angamuthu, Hualien, TW;

Yew-Min Tzeng, Taichung, TW;

Assignee:

Deyew Biotech Corp., Taichung, TW;

Attorneys:
Primary Examiner:
Int. Cl.
CPC ...
C07D 407/00 (2006.01);
U.S. Cl.
CPC ...
Abstract

The present invention relates to a process of preparation of optically active antrocin. At first, to introduce the correct configuration of trans-decalone, alkyl aluminum/TMSCN was used to react with decalenone. The resulting racemic nitrile-decalone was resolved with chiral diol by ketalization to produce two chromatography separable diasteromers. After a simple column chromatography, optically pure compounds were obtained. Formylation was a critical step for the lactone formation. The rest of the synthesis is straight forward through oxidation and olefination. Accordingly, the total synthesis was completed in 10 steps with 7% overall yield from commercially available 6-methoxy-2-tetralone.


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