Process for producing shogaols and intermediates for the...

Organic compounds -- part of the class 532-570 series – Organic compounds – Sulfonate esters

Reexamination Certificate

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C568S310000

Reexamination Certificate

active

07049455

ABSTRACT:
In accordance with the invention, an industrial process for producing shogaols useful in the fields of for example foods, flavor, pharmaceutical products, qui-pharmaceutical products and cosmetics can be provided. The invention relates to novel intermediates represented by the following general formula and a process for producing shogaols from the intermediates. In accordance with the invention, shogaols can readily be produced, of which mass production has been difficult because shogaols have been produced only by the extraction process from a natural ginger.Intermediates;(in the formula (1), R1represents hydrogen atom or methyl group; R2represents optionally branched alkyl group with one to 18 carbon atoms; R3and R4each independently represents hydrogen atom, a lower alkyl group or a protective group of the phenolic hydroxyl group; A represents an alkylene group with one to 4 carbon atoms; and X represents benzenesulfonyl group or toluenesulfonyl group.)

REFERENCES:
Matsuda et al., Hepatoprotective, superoxide scavenging, and antioxidative activities of aromatic constituents from the bark ofBetula platyphyllavar. japonica, Bioorganic and Medicinal Chemistry Letters 8 (1998) 2939-2944.

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