PROCESS FOR PRODUCTION OF (3R,5R)-7-AMINO-3,5-DIHYDROXYHEPTANOIC ACID DERIVATIVE

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)

Application Number:

PCT/JP2006/318834

Publication Date:

March 29, 2007

Filing Date:

September 22, 2006

Export Citation:

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Assignee:

KANEKA CORP (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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