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公开(公告)号:US08809557B2
公开(公告)日:2014-08-19
申请号:US13201171
申请日:2010-02-22
申请人: Koichi Mikami , Kohsuke Aikawa , Junpei Aida , Akihiro Ishii , Misugi Kato , Takashi Masuda
发明人: Koichi Mikami , Kohsuke Aikawa , Junpei Aida , Akihiro Ishii , Misugi Kato , Takashi Masuda
IPC分类号: C07D305/04
CPC分类号: C07D305/04 , B01J31/223 , B01J31/2409 , B01J2231/32 , B01J2531/0266 , B01J2531/46 , B01J2531/824 , C07B53/00 , C07D305/08
摘要: Disclosed is a method of producing an optically active fluorinated oxetane, which can be an important pharmaceutical or agricultural intermediate, by reaction of a fluorinated α-keto ester with an acyl alkenyl ether in the presence of a transition metal complex with an optically active ligand. This method utilizes a catalytic asymmetric synthesis process and does not require a stoichiometric amount of chiral source. It is thus possible to dramatically reduce the amount of use of the asymmetric catalyst especially when the reaction is performed at a high concentration of substrate (with the use of a small amount of reaction solvent) or in the absence of a reaction solvent (under neat conditions). Further, the target optically active fluorinated oxetane can be obtained with high yield and with very high optical purity. The product contains almost no difficult-to-separate impurity and shows high chemical purity.
摘要翻译: 公开了通过氟化α-酮酯与酰基烯基醚在过渡金属配合物与光学活性配体的存在下反应,制备可以是重要的药用或农业中间体的光学活性氟化氧杂环丁烷的方法。 该方法利用催化不对称合成方法,不需要化学计量的手性源。 因此,可以显着地减少不对称催化剂的使用量,特别是当在高浓度的底物(使用少量的反应溶剂)下进行反应时,或者在没有反应溶剂的情况下 条件)。 此外,可以高产率和非常高的光学纯度获得目标光学活性氟化氧杂环丁烷。 该产品几乎没有难以分离的杂质,显示出高的化学纯度。
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公开(公告)号:US20110306781A1
公开(公告)日:2011-12-15
申请号:US13201171
申请日:2010-02-22
申请人: Koichi Mikami , Kohsuke Aikawa , Junpei Aida , Akihiro Ishii , Misugi Kato , Takashi Masuda
发明人: Koichi Mikami , Kohsuke Aikawa , Junpei Aida , Akihiro Ishii , Misugi Kato , Takashi Masuda
IPC分类号: C07D305/08
CPC分类号: C07D305/04 , B01J31/223 , B01J31/2409 , B01J2231/32 , B01J2531/0266 , B01J2531/46 , B01J2531/824 , C07B53/00 , C07D305/08
摘要: Disclosed is a method of producing an optically active fluorinated oxetane, which can be an important pharmaceutical or agricultural intermediate, by reaction of a fluorinated α-keto ester with an acyl alkenyl ether in the presence of a transition metal complex with an optically active ligand. This method utilizes a catalytic asymmetric synthesis process and does not require a stoichiometric amount of chiral source. It is thus possible to dramatically reduce the amount of use of the asymmetric catalyst especially when the reaction is performed at a high concentration of substrate (with the use of a small amount of reaction solvent) or in the absence of a reaction solvent (under neat conditions). Further, the target optically active fluorinated oxetane can be obtained with high yield and with very high optical purity. The product contains almost no difficult-to-separate impurity and shows high chemical purity.
摘要翻译: 公开了通过在过渡金属络合物与光学活性配体的存在下,通过氟化α-酮酯与酰基烯基醚的反应,制备可以是重要的药物或农业中间体的光学活性氟化氧杂环丁烷的方法。 该方法利用催化不对称合成方法,不需要化学计量的手性源。 因此,可以显着地减少不对称催化剂的使用量,特别是当在高浓度的底物(使用少量的反应溶剂)下进行反应时,或者在没有反应溶剂的情况下 条件)。 此外,可以高产率和非常高的光学纯度获得目标光学活性氟化氧杂环丁烷。 该产品几乎没有难以分离的杂质,显示出高的化学纯度。
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