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Title:
2-NITRO-1,3-DIOL DERIVATIVE, PRODUCTION OF THE SAME AND PRODUCTION OF 2-AMINO-1,3-DIOL BY USING THE SAME AS INTERMEDIATE
Document Type and Number:
Japanese Patent JP3826425
Kind Code:
B2
Abstract:

PROBLEM TO BE SOLVED: To obtain a new diol derivative as an intermediate suitable for effectively obtaining an optically active aminodiol represented by dihydrosphingosine useful as a protein kinase C inhibitor, etc., as a medicine.
SOLUTION: This 2-nitro-1,3-diol derivatives is represented by formula I (R is a 12-18C alkyl or an alkenyl), especially (2S, 3S)-2-nitro-1,3-diol derivative of formula II or 2-nitro-1,3-diol derivative of formula III, e.g. threo (2S, 3S)-2- nitro-1,3-octadecane diol of formula IV. The compound of the formula I is obtained by reacting an aldehyde of the formula: RCHO with nitroethanol in the presence of a basic catalyst. As the basic catalyst, the catalyst prepared from an optically active 1,1'-bi-naphthol of formula V (R' is H, an alkyl, phenyl, a halogen, a trialkylsilylethinyl, etc.), etc., a rare-earth metal and an alkali metal, is preferable.


Inventors:
Masakatsu Shibasaki
Hiroaki Sasai
Application Number:
JP9026996A
Publication Date:
September 27, 2006
Filing Date:
March 19, 1996
Export Citation:
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Assignee:
Chisso Co., Ltd.
International Classes:
B01J31/12; C07C205/14; C07B61/00; C07C201/12; C07C205/02; C07C205/03; (IPC1-7): C07C205/14; B01J31/12; C07C201/12; //C07B61/00; C07M7:00
Foreign References:
US5360818
DE1092003B
Other References:
J.Am.Chem.Soc.,1985年,107巻,12号,3601-6