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Title:
PROCESS FOR PRODUCING OPTICALLY ACTIVE 2−SUBSTITUTED CARBOXYLIC ACID
Document Type and Number:
WIPO Patent Application WO/2003/014056
Kind Code:
A1
Abstract:
A process for efficiently producing an optically active 2−bromocarboxylic acid and optically active 2−sulfonyloxycarboxylic acid which are important for producing medicines, etc. An optically active 2−sulfonyloxycarboxylic ester is subjected to protective−group elimination under acid conditions to obtain an optically active 2−sulfonyloxycarboxylic acid. A metal bromide is caused to act on the acid to brominate it with inversion of configuration at the 2−position to thereby produce an optically active 2−bromocarboxylic acid. The resultant optically active 2−bromocarboxylic acid is isolated&sol purified by subjecting it to a step in which the acid is crystallized and separated as a salt with a base. Thus, an optically active 2−bromocarboxylic acid having a high chemical purity and high optical purity can be produced.

Inventors:
YAMASHITA KOKI (JP)
TAKEDA TOSHIHIRO (JP)
KINOSHITA KOICHI (JP)
UEDA YASUYOSHI (JP)
Application Number:
PCT/JP2002/008098
Publication Date:
February 20, 2003
Filing Date:
August 08, 2002
Export Citation:
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Assignee:
KANEKA CORP (JP)
YAMASHITA KOKI (JP)
TAKEDA TOSHIHIRO (JP)
KINOSHITA KOICHI (JP)
UEDA YASUYOSHI (JP)
International Classes:
C07C51/363; C07C51/43; C07C51/48; C07C57/58; C07C67/52; C07C67/58; C07C303/28; C07C303/30; C07C309/66; (IPC1-7): C07C51/363; C07C57/58; C07C53/19; C07C67/08; C07C69/675; C07C69/732; C07B55/00; C07C309/70
Domestic Patent References:
WO1999042431A11999-08-26
Foreign References:
EP0067698A21982-12-22
EP0081993A21983-06-22
JPH1014590A1998-01-20
Other References:
HANESSIAN S.: "Design and reactivity of organic functional groups - 2-pyridylsulfonates as nucleofugal esters", HETEROCYCLES, vol. 28, no. 2, 1989, pages 1115 - 1120, XP002960796
KENYON JOSEPH ET AL.: "Dependence of rotatory power on chemical constitution. XXIV.", J. CHEM. SOC., vol. 127, 1925, pages 399 - 417, XP002960797
"The Chemical Society of Japan", 30 November 1992, MARUZEN CO. LTD., article "Jikken kagaku koza 22 yuki gosei IV -San.Amino-san.peptide-", pages: 7, XP002960798
See also references of EP 1422215A4
Attorney, Agent or Firm:
Yasutomi, Yasuo (4-20 Nishinakajima 5-chome, Yodogawa-k, Osaka-shi Osaka, JP)
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