Title:
ACETALSULFONATE DERIVATIVE, PROCESS FOR PRODUCING THE SAME, AND PROCESS FOR PRODUCING STYRENE OXIDE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2001/040168
Kind Code:
A1
Abstract:
An acetalsulfonate derivative useful as an intermediate for medicines and agricultural chemicals; a process for industrially producing the derivative; and a process for industrially producing a styrene oxide derivative from the acetalsulfonate derivative or from a mandelic acid derivative. The process for producing an acetalsulfonate derivative comprises: a first step in which a mandelic acid derivative is esterified to form a mandelic ester derivative; a second step in which the mandelic ester derivative is protected by an acetal to form an acetal derivative; a third step in which the acetal derivative is reduced to form an ethanediol derivative; and a fourth step in which the ethanediol derivative is reacted with a sulfonyl chloride derivative. The process for producing a styrene oxide derivative comprises the step of deacetalizing the acetalsulfonate derivative and the step of epoxidizing the thus-treated sulfonate derivative with the aid of a base catalyst.
Inventors:
MORI HIROYUKI (JP)
MORITA HIKARI (JP)
KOBAYASHI YOSHIMASA (JP)
MORITA HIKARI (JP)
KOBAYASHI YOSHIMASA (JP)
Application Number:
PCT/JP2000/008374
Publication Date:
June 07, 2001
Filing Date:
November 28, 2000
Export Citation:
Assignee:
MITSUBISHI RAYON CO (JP)
MORI HIROYUKI (JP)
MORITA HIKARI (JP)
KOBAYASHI YOSHIMASA (JP)
MORI HIROYUKI (JP)
MORITA HIKARI (JP)
KOBAYASHI YOSHIMASA (JP)
International Classes:
C07C303/28; C07C303/30; C07C309/66; C07C309/73; C07D301/28; C07D309/12; (IPC1-7): C07C309/66; C07C309/73; C07C303/28; C07D309/12; C07D301/02; C07D303/04
Other References:
KITAZUME TOMOYA ET AL.: "The synthesis of optically active building blocks carrying a monofluoromethyl group", J. FLUORINE CHEM., vol. 35, no. 3, 1987, pages 477 - 488, XP002938951
KAMEYAMA MASAYUKI ET AL.: "Asymmetric radical reaction in the coordination sphere. 2. Asymmetric addition of alkane- and arenesulfonyl chlorides to olefins catalyzed by a ruthenium(II)-phosphine complex with chiral ligands", J. ORG. CHEM., vol. 52, no. 15, 1987, pages 3312 - 3316, XP002938952
NAKAMURA YUTAKA ET AL.: "SmI2-mediated reductive enolization of alpha-hetero-substituted ketones and enantioselective protonation", TETRAHEDRON LETT., vol. 38, no. 15, 1997, pages 2709 - 2712, XP002938953
NAKAMURA YUTAKA ET AL.: "Enantioselective protonation of samarium enolates derived from alpha-heterosubstituted ketones and lactone bz SmI2-mediated reduction", TETRAHEDRON, vol. 55, no. 15, 1999, pages 4595 - 4620, XP002938954
See also references of EP 1236714A4
KAMEYAMA MASAYUKI ET AL.: "Asymmetric radical reaction in the coordination sphere. 2. Asymmetric addition of alkane- and arenesulfonyl chlorides to olefins catalyzed by a ruthenium(II)-phosphine complex with chiral ligands", J. ORG. CHEM., vol. 52, no. 15, 1987, pages 3312 - 3316, XP002938952
NAKAMURA YUTAKA ET AL.: "SmI2-mediated reductive enolization of alpha-hetero-substituted ketones and enantioselective protonation", TETRAHEDRON LETT., vol. 38, no. 15, 1997, pages 2709 - 2712, XP002938953
NAKAMURA YUTAKA ET AL.: "Enantioselective protonation of samarium enolates derived from alpha-heterosubstituted ketones and lactone bz SmI2-mediated reduction", TETRAHEDRON, vol. 55, no. 15, 1999, pages 4595 - 4620, XP002938954
See also references of EP 1236714A4
Attorney, Agent or Firm:
Asamura, Kiyoshi (New Ohtemachi Bldg. 2-1, Ohtemachi 2-chome Chiyoda-ku Tokyo, JP)
Download PDF: