Title:
PROCESS FOR PRODUCTION OF (3R,5R)-7-AMINO-3,5-DIHYDROXYHEPTANOIC ACID DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2007/034909
Kind Code:
A1
Abstract:
Disclosed is a (3R,5R)-7-amino-3,5-dihydroxyheptanoic acid derivative which is useful as an intermediate for a pharmaceutical. A (3R,5R)-7-amino-3,5-dihydroxyheptanoic acid derivative or a salt thereof can be produced by a process comprising the steps of: (1) producing a 5-halo-3-oxopentanoic acid derivative from an acid chloride and an alkali metal salt of a malonic acid monoester which are commercially available at low costs, (2) reducing the resulting product in an S-selective manner, (3) reacting the reduced product with an enolate prepared from an acetic acid ester derivative to yield a (5S)-7-halo-5-hydroxy-3-oxopentanoic acid derivative, (4) reducing the resulting product in a diastereo-selective manner and, if necessary, protecting a hydroxyl group in the product, and (5) aminating the resulting product with ammonia to produce the desired compound a salt thereof. The process can produce the compound in a simple manner, with good efficiency, and in a commercial scale.
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Inventors:
HAYANO TETSUJI (JP)
NISHIYAMA AKIRA (JP)
NAGASHIMA NOBUO (JP)
KIZAKI NORIYUKI (JP)
YASOHARA YOSHIHIKO (JP)
NISHIYAMA AKIRA (JP)
NAGASHIMA NOBUO (JP)
KIZAKI NORIYUKI (JP)
YASOHARA YOSHIHIKO (JP)
Application Number:
PCT/JP2006/318834
Publication Date:
March 29, 2007
Filing Date:
September 22, 2006
Export Citation:
Assignee:
KANEKA CORP (JP)
HAYANO TETSUJI (JP)
NISHIYAMA AKIRA (JP)
NAGASHIMA NOBUO (JP)
KIZAKI NORIYUKI (JP)
YASOHARA YOSHIHIKO (JP)
HAYANO TETSUJI (JP)
NISHIYAMA AKIRA (JP)
NAGASHIMA NOBUO (JP)
KIZAKI NORIYUKI (JP)
YASOHARA YOSHIHIKO (JP)
International Classes:
C07D319/06; C07C67/31; C07C67/343; C07C69/675; C07C69/716; C07C227/08; C07C229/22; C12P7/40; C12P7/62; C07B53/00; C07B61/00
Foreign References:
JP2004533479A | 2004-11-04 | |||
JP2002544207A | 2002-12-24 | |||
US2550020A | 1951-04-24 | |||
JP2004256397A | 2004-09-16 | |||
JPH04208266A | 1992-07-29 |
Other References:
LIOTTA D.C. ET AL.: "Syntheses reaction guide", 1991, JOHN WILLEY & SONS, INC., pages: 414, XP003010774
Attorney, Agent or Firm:
KANEKA CORPORATION (Kita-ku, Osaka-sh, Osaka 88, JP)
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