发明公开
EP0385733A3 Process for preparing optically active 6-t-butoxy-3,5-dihydroxyhexanoic esters
失效
制备光学活性6-T-BUTOXY-3,5-二羟基己酸酯的方法
- 专利标题： Process for preparing optically active 6-t-butoxy-3,5-dihydroxyhexanoic esters
- 专利标题（中）： 制备光学活性6-T-BUTOXY-3,5-二羟基己酸酯的方法
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申请号： EP90302091.5申请日： 1990-02-27
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公开(公告)号： EP0385733A3公开(公告)日： 1991-01-09
- 发明人: Seido, Nobuo , Sayo, Noboru , Kumobayashi, Hidenori
- 申请人： Takasago International Corporation
- 申请人地址： 19-22, Takanawa 3-chome Minato-ku Tokyo JP
- 专利权人： Takasago International Corporation
- 当前专利权人： Takasago International Corporation
- 当前专利权人地址： 19-22, Takanawa 3-chome Minato-ku Tokyo JP
- 代理机构： Diamond, Bryan Clive (GB)
- 优先权： JP43196/89 19890227
- 主分类号： C07C69/708
- IPC分类号： C07C69/708 ; C07C67/31 ; C07C67/343
摘要：
An optically active 6-t-butoxy-3,5-dihydroxyhexanoic ester represented by the formula:
wherein t-Bu represents a t-butyl group; and R represents a (C1-4) alkyl group,
is prepared by asymmetrically hydrogenating a 4-t-butoxyacetoacetic ester in an alcohol as solvent in the presence of a ruthenium-optically active tertiary phosphine complex of specified formula to obtain an optically active 4-t-butoxy-3-hydroxy-butanoic ester, reacting the ester in an alcohol as solvent with a lithium enolate of an acetic ester to obtain an optically active 6-t-butoxy-5-hydroxy-3-oxohexanoic ester, and asymmetrically hydrogenating the resulting ester in the presence of a diruthenium-tetrachloro optically active phosphine complex of specified formula as a catalyst. The desired product can be obtained in good yield at high stereoselectivity and is useful as a precursor of a lactone moiety of compactin, mevinolin or analogues thereof.
wherein t-Bu represents a t-butyl group; and R represents a (C1-4) alkyl group,
is prepared by asymmetrically hydrogenating a 4-t-butoxyacetoacetic ester in an alcohol as solvent in the presence of a ruthenium-optically active tertiary phosphine complex of specified formula to obtain an optically active 4-t-butoxy-3-hydroxy-butanoic ester, reacting the ester in an alcohol as solvent with a lithium enolate of an acetic ester to obtain an optically active 6-t-butoxy-5-hydroxy-3-oxohexanoic ester, and asymmetrically hydrogenating the resulting ester in the presence of a diruthenium-tetrachloro optically active phosphine complex of specified formula as a catalyst. The desired product can be obtained in good yield at high stereoselectivity and is useful as a precursor of a lactone moiety of compactin, mevinolin or analogues thereof.
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