Title:
PROCESS FOR PRODUCING OPTICALLY ACTIVE THEASPIRANE
Document Type and Number:
WIPO Patent Application WO/2007/032279
Kind Code:
A1
Abstract:
A process for easily producing a stereoisomer of theaspirane having a high optical purity. An alcohol compound having a specific skeleton is enantioselectively esterified with an enzyme, or an ester compound having a specific skeleton is enantioselectively hydrolyzed with an enzyme. The resultant optically active ester or optically active alcohol is used. Thus, optically active theaspirane having a desired configuration and having a high optical purity is obtained in a satisfactory yield.
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Inventors:
HARADA MAKOTO (JP)
MATSUDA HIROYUKI (JP)
ISHIDA KENYA (JP)
YAMAZAKI YUICHIRO (JP)
MATSUDA HIROYUKI (JP)
ISHIDA KENYA (JP)
YAMAZAKI YUICHIRO (JP)
Application Number:
PCT/JP2006/317876
Publication Date:
March 22, 2007
Filing Date:
September 08, 2006
Export Citation:
Assignee:
TAKASAGO PERFUMERY CO LTD (JP)
HARADA MAKOTO (JP)
MATSUDA HIROYUKI (JP)
ISHIDA KENYA (JP)
YAMAZAKI YUICHIRO (JP)
HARADA MAKOTO (JP)
MATSUDA HIROYUKI (JP)
ISHIDA KENYA (JP)
YAMAZAKI YUICHIRO (JP)
International Classes:
A23L27/12; C12P41/00; A23L27/20; A61K8/49; A61Q5/02; A61Q13/00; C07B61/00; C11B9/00
Foreign References:
| JPS601119A | 1985-01-07 |
Other References:
SCHMIDT G. ET AL.: "Synthesis and enantiodifferentiation of isomeric theaspiranes", JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, vol. 40, no. 7, July 1992 (1992-07-01), pages 1188 - 1191, XP003010519
WINTERHALTER P. ET AL.: "4-Hydroxy-7,8-dihydro-.beta.-ionol: natural precursor of theaspiranes in quince fruit (Cydonia oblonga, Mill.)", JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, vol. 36, no. 3, May 1988 (1988-05-01), pages 560 - 562, XP003010520
FULL G. ET AL.: "MDGC-MS: A Powerful Tool for Enantioselective Flavor Analysis", HRC, vol. 16, no. 11, 1993, pages 642 - 644, XP003010521
BOULIN B. ET AL.: "Nouvelles Voies d'Acces aux Theaspiranes, Megastigma-5,7,9-trien-4-one et Megastigma-5,8-dien-4-one a Partir du gamma-Pyronene", TETRAHEDRON, vol. 56, no. 24, 2000, pages 3927 - 3932, XP004200505
YAGUCHI Y. ET AL.: "CHIRAROMA analysis (2): Passionfruit no Tokucho Koki Seibun", DAI 49 KAI KORYO.TERPENE OYOBI SEIYU KAGAKU NI KANSURU TORONKAI KOEN YOSHISHU, 1 November 2005 (2005-11-01), pages 45 - 46, XP003010522
WINTERHALTER P. ET AL.: "4-Hydroxy-7,8-dihydro-.beta.-ionol: natural precursor of theaspiranes in quince fruit (Cydonia oblonga, Mill.)", JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, vol. 36, no. 3, May 1988 (1988-05-01), pages 560 - 562, XP003010520
FULL G. ET AL.: "MDGC-MS: A Powerful Tool for Enantioselective Flavor Analysis", HRC, vol. 16, no. 11, 1993, pages 642 - 644, XP003010521
BOULIN B. ET AL.: "Nouvelles Voies d'Acces aux Theaspiranes, Megastigma-5,7,9-trien-4-one et Megastigma-5,8-dien-4-one a Partir du gamma-Pyronene", TETRAHEDRON, vol. 56, no. 24, 2000, pages 3927 - 3932, XP004200505
YAGUCHI Y. ET AL.: "CHIRAROMA analysis (2): Passionfruit no Tokucho Koki Seibun", DAI 49 KAI KORYO.TERPENE OYOBI SEIYU KAGAKU NI KANSURU TORONKAI KOEN YOSHISHU, 1 November 2005 (2005-11-01), pages 45 - 46, XP003010522
Attorney, Agent or Firm:
SAEKI, Norio et al. (Aminosan Kaikan Building 15-8, Nihonbashi 3-chom, Chuo-ku Tokyo, JP)
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