Title:
PROCESS FOR PRODUCING OPTICALLY ACTIVE HALOPROPANEDIOL DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2003/018523
Kind Code:
A1
Abstract:
A process for easily producing from an inexpensive material an optically active halopropanediol derivative which is useful as an intermediate for medicines. An inexpensively available propargyl alcohol derivative is reacted with a hypohalogenous acid to convert the derivative into a di− or trihalohydroxyacetone derivative. This derivative is hydrogenated in the presence of a transition metal catalyst to produce a monohalohydroxyacetone derivative. Furthermore, a source of an enzyme having the ability to stereoselectively reduce the carbonyl groups of halohydroxyacetone derivatives is used to stereoselectively reduce the halohydroxyacetone derivative to produce an optically active halopropanediol derivative.
Inventors:
TAOKA NAOAKI (JP)
NISHIYAMA TOZO (JP)
KISAKI NORIYUKI (JP)
YASOHARA YOSHIHIKO (JP)
NISHIYAMA TOZO (JP)
KISAKI NORIYUKI (JP)
YASOHARA YOSHIHIKO (JP)
Application Number:
PCT/JP2002/008624
Publication Date:
March 06, 2003
Filing Date:
August 27, 2002
Export Citation:
Assignee:
KANEKA CORP (JP)
TAOKA NAOAKI (JP)
NISHIYAMA TOZO (JP)
KISAKI NORIYUKI (JP)
YASOHARA YOSHIHIKO (JP)
TAOKA NAOAKI (JP)
NISHIYAMA TOZO (JP)
KISAKI NORIYUKI (JP)
YASOHARA YOSHIHIKO (JP)
International Classes:
C07C45/30; C07C45/65; C07C49/173; C07D319/12; C07K14/705; C12P7/18; (IPC1-7): C07C49/173; C07C45/26; C07C45/45; C07C45/65; C07D319/12; C12P7/18
Foreign References:
| JPH01320988A | 1989-12-27 | |||
| JPH11103878A | 1999-04-20 | |||
| US4008279A | 1977-02-15 |
Other References:
MEISTER H.: "Darstellung und hydrolyse von 4-halogenmethylen-1,3-dioxolanen", LIEBIGS ANN. CHEM., vol. 724, 1969, pages 128 - 136, XP002960494
ANDO T. ET AL.: "Total syntheses of carbohydrates. I. Dihydroxyacetone and DL-erythrulose", BULL. CHEM. SOC. JPN., vol. 45, 1972, pages 2611 - 2615, XP002960495
VERARDO G.: "Addition of a methylene group across the ester carbonyl function", TETRAHEDRON LETTERS, vol. 28, no. 26, 1987, pages 3011 - 3012, XP002960496
ANDO T. ET AL.: "Total syntheses of carbohydrates. I. Dihydroxyacetone and DL-erythrulose", BULL. CHEM. SOC. JPN., vol. 45, 1972, pages 2611 - 2615, XP002960495
VERARDO G.: "Addition of a methylene group across the ester carbonyl function", TETRAHEDRON LETTERS, vol. 28, no. 26, 1987, pages 3011 - 3012, XP002960496
Attorney, Agent or Firm:
Yasutomi, Yasuo (4-20 Nishinakajima 5-chome, Yodogawa-k, Osaka-shi Osaka, JP)
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