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Title:
METHOD OF SYNTHESIZING $g(a)-KETOL UNSATURATED FATTY ACID
Document Type and Number:
WIPO Patent Application WO/2002/060850
Kind Code:
A1
Abstract:
A method of efficiently synthesizing an $g(a)-ketol unsaturated fatty acid having a double bond at the $g(b)-position of the ketone moiety. The method is characterized by reacting a mono-substituted acetylene (2) with an epoxy compound (3) to synthesize a compound (4) and synthesizing an $g(a)-ketol unsaturated fatty acid (1) from the compound (4), as shown in the reaction formula (1). Reaction formula (1) (2) (3) (4) (1) (R?1¿ is C¿1-18? alkyl or a C¿2-18? aliphatic hydrocarbon group having one to five double or triple bonds; R?2¿ is a hydroxyl-protecting group; R?3¿ is a carboxyl-protecting group; R is the same as R?1¿, provided that when R?1¿ contains one or more triple bonds, then R is an aliphatic hydrocarbon group in which the triple bonds have been converted to double bonds; and A is C¿1-18? alkylene.)

Inventors:
Yokokawa, Yoshihiro (Shiseido Research Center 2-1, Hayabuchi 2-chome Tsuzuki-ku, Yokohama-shi Kanagawa, 224-8558, JP)
Kobayashi, Koji (Shiseido Research Center 2-1, Hayabuchi 2-chome Tsuzuki-ku Yokohama-shi Kanagawa, 224-8558, JP)
Yamamura, Shosuke (Faculty of Science and Technology, Keio University 14-1 Hiyoshi 3-chome Kohoku-ku, Yokohama-shi Kanagawa, 223-0061, JP)
Application Number:
PCT/JP2001/000660
Publication Date:
August 08, 2002
Filing Date:
January 31, 2001
Export Citation:
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Assignee:
SHISEIDO CO., LTD. (5-5 Ginza 7-chome Chuo-ku Tokyo, 104-8010, JP)
Yokokawa, Yoshihiro (Shiseido Research Center 2-1, Hayabuchi 2-chome Tsuzuki-ku, Yokohama-shi Kanagawa, 224-8558, JP)
Kobayashi, Koji (Shiseido Research Center 2-1, Hayabuchi 2-chome Tsuzuki-ku Yokohama-shi Kanagawa, 224-8558, JP)
Yamamura, Shosuke (Faculty of Science and Technology, Keio University 14-1 Hiyoshi 3-chome Kohoku-ku, Yokohama-shi Kanagawa, 223-0061, JP)
International Classes:
C07C51/36; C07B53/00; C07B61/00; C07C51/373; C07C51/377; C07C59/90; C07C67/31; C07C69/606; C07C69/732; (IPC1-7): C07C51/373; C07C59/90; C07C67/31; C07C69/732
Domestic Patent References:
WO1997032478A1
Other References:
GUNSTONE F.D. AND SCHULER H.R.: 'Fatty acids, Part47' CHEM. PHYS. LIPIDS vol. 15, no. 2, 1975, pages 198 - 208, XP002941601
LEBLANC Y. ET AL.: 'Synthesis of 5-O-benzoyl-14,15-didehydroleukotriene B4(LTB4) ethyl ester and 5-O-benzoyl-14,15-didehydro-20-hydroxyleuko triene B4(LTB4) ethyl ester' J. ORG. CHEM. vol. 53, no. 2, 1988, pages 265 - 267, XP002941602
Attorney, Agent or Firm:
Iwahashi, Yuji (1-11-8, Higashikanagawa Kanagawa-ku Yokohama-shi Kanagawa, 221-0044, JP)
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