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1. 发明申请

US20070225528A1 Process for Producing Optically Active Alcohol 审中-公开
标题翻译：生产活性醇的方法
公开(公告)号：US20070225528A1
公开(公告)日：2007-09-27
申请号：US10594327
申请日：2004-03-29
申请人： Ryoji Noyori , Takeshi Ohkuma , Kunihiko Tsutsumi , Noriyuki Utsumi , Kunihiko Murata
发明人： Ryoji Noyori , Takeshi Ohkuma , Kunihiko Tsutsumi , Noriyuki Utsumi , Kunihiko Murata
IPC分类号： C07C29/00
CPC分类号： B01J31/182 , B01J31/2452 , B01J2231/643 , B01J2531/821 , C07B2200/07 , C07C29/145 , C07C311/18 , C07C2602/08 , C07C2602/10 , C07C2602/12 , C07D311/22 , C07C31/20 , C07C31/205 , C07C31/207 , C07C31/36 , C07C31/38 , C07C33/042 , C07C33/26 , C07C33/28 , C07C33/46 , C07C35/23 , C07C35/32 , C07C35/36 , C07C35/52
摘要： A ruthenium complex RuCl[(S,S)-Tsdpen](p-cymene) represented by a formula below and a ketone compound are placed in a polar solvent, and the resulting mixture is mixed under pressurized hydrogen to hydrogenate the ketone compound and to thereby produce an optically active alcohol:
摘要翻译：将由下式表示的钌络合物RuCl [（S，S）-Tsdpen]（对甲基异丙基苯）和酮化合物置于极性溶剂中，将所得混合物在加压氢气下混合以氢化酮化合物，并从而产生光学活性的醇：

2. 发明授权

US07601667B2 Sulfonate catalyst and method of producing alcohol compound using the same 失效
标题翻译：磺酸酯催化剂及使用其制备醇化合物的方法
公开(公告)号：US07601667B2
公开(公告)日：2009-10-13
申请号：US11922409
申请日：2006-03-10
申请人： Noriyuki Utsumi , Kunihiko Murata , Kunihiko Tsutsumi , Takeaki Katayama , Masahito Watanabe , Takeshi Ohkuma , Ryoji Noyori
发明人： Noriyuki Utsumi , Kunihiko Murata , Kunihiko Tsutsumi , Takeaki Katayama , Masahito Watanabe , Takeshi Ohkuma , Ryoji Noyori
IPC分类号： B01J31/18 , B01J31/12 , C07C29/145
CPC分类号： C07C311/18 , B01J31/1805 , B01J31/2204 , B01J31/2295 , B01J2231/643 , B01J2531/821 , B01J2531/822 , B01J2531/827 , C07B2200/07 , C07C29/145 , C07C2602/08 , C07D311/22 , C07C33/26 , C07C33/46 , C07C35/32
摘要： A sulfonate catalyst represented by the formula below and a ketone compound are placed in a solvent, and the ketone compound is hydrogenated by mixing in the presence of hydrogen to produce an optically active alcohol.
摘要翻译：将由下式表示的磺酸盐催化剂和酮化合物置于溶剂中，并且通过在氢气存在下混合来使酮化合物氢化以产生光学活性的醇。

3. 发明申请

US20080234525A1 Sulfonate Catalyst and Method of Producing Alcohol Compound Using the Same 失效
标题翻译：磺酸盐催化剂及其制备方法
公开(公告)号：US20080234525A1
公开(公告)日：2008-09-25
申请号：US11922409
申请日：2006-03-10
申请人： Noriyuki Utsumi , Kunihiko Murata , Kunihiko Tsutsumi , Takeaki Katayama , Masahiro Watanabe , Takeshi Ohkuma , Ryoji Noyori
发明人： Noriyuki Utsumi , Kunihiko Murata , Kunihiko Tsutsumi , Takeaki Katayama , Masahiro Watanabe , Takeshi Ohkuma , Ryoji Noyori
IPC分类号： C07C29/143 , C07F11/00
CPC分类号： C07C311/18 , B01J31/1805 , B01J31/2204 , B01J31/2295 , B01J2231/643 , B01J2531/821 , B01J2531/822 , B01J2531/827 , C07B2200/07 , C07C29/145 , C07C2602/08 , C07D311/22 , C07C33/26 , C07C33/46 , C07C35/32
摘要： A sulfonate catalyst represented by the formula below and a ketone compound are placed in a solvent, and the ketone compound is hydrogenated by mixing in the presence of hydrogen to produce an optically active alcohol.
摘要翻译：将由下式表示的磺酸盐催化剂和酮化合物置于溶剂中，并且通过在氢气存在下混合来使酮化合物氢化以产生光学活性的醇。

4. 发明授权

US08212037B2 Process for production of optically active quinuclidinols 有权
标题翻译：光学活性奎宁环醇的制备方法
公开(公告)号：US08212037B2
公开(公告)日：2012-07-03
申请号：US11887340
申请日：2005-03-30
申请人： Ryoji Noyori , Takeshi Okuma , Kunihiko Tsutsumi , Noriyuki Utsumi , Kunihiko Murata , Takeaki Katayama
发明人： Ryoji Noyori , Takeshi Okuma , Kunihiko Tsutsumi , Noriyuki Utsumi , Kunihiko Murata , Takeaki Katayama
IPC分类号： C07F15/00 , C07D453/02
CPC分类号： C07F9/5027 , B01J31/1815 , B01J31/182 , B01J31/24 , B01J2231/643 , B01J2531/821 , C07B53/00 , C07D453/02 , C07F15/0046 , C07F15/0053
摘要： A novel ruthenium complex which is a highly efficient catalyst useful for the production of optically active 3-quinuclidinols, and a process for production of optically active 3-quinuclidinols using the ruthenium complex as a catalyst, where the optically active 3-quinuclidinols are useful as an optically active, physiologically active compound utilized in medicines and agrichemicals or as a synthetic intermediate such as a liquid crystal material.
摘要翻译：一种新型的钌络合物，其是用于制备光学活性3-奎宁环的高效催化剂，以及使用钌络合物作为催化剂生产光学活性3-奎宁环的方法，其中光学活性3-奎宁环醇可用作用于药物和农药的光学活性的生理活性化合物或作为液晶材料的合成中间体。

5. 发明申请

US20090216019A1 Process for Production of Optically Active Quinuclidinols 有权
标题翻译：光学活性喹硫烷的制备方法
公开(公告)号：US20090216019A1
公开(公告)日：2009-08-27
申请号：US11887340
申请日：2005-03-30
申请人： Ryoji Noyori , Takeshi Okuma , Kunihiko Tsutsumi , Nariyuki Utsumi , Kunihiko Murata , Takeaki Katayama
发明人： Ryoji Noyori , Takeshi Okuma , Kunihiko Tsutsumi , Nariyuki Utsumi , Kunihiko Murata , Takeaki Katayama
IPC分类号： C07F15/00 , C07D453/02
CPC分类号： C07F9/5027 , B01J31/1815 , B01J31/182 , B01J31/24 , B01J2231/643 , B01J2531/821 , C07B53/00 , C07D453/02 , C07F15/0046 , C07F15/0053
摘要： A novel ruthenium complex which is a highly efficient catalyst useful for the production of optically active 3-quinuclidinols, and a process for production of optically active 3-quinuclidinols using the ruthenium complex as a catalyst, where the optically active 3-quinuclidinols are useful as an optically active, physiologically active compound utilized in medicines and agrichemicals or as a synthetic intermediate such as a liquid crystal material.
摘要翻译：一种新型的钌络合物，其是用于制备光学活性3-奎宁环的高效催化剂，以及使用钌络合物作为催化剂生产光学活性3-奎宁环的方法，其中光学活性3-奎宁环醇可用作用于药物和农药的光学活性的生理活性化合物或作为液晶材料的合成中间体。

6. 发明申请

US20110282077A1 PROCESS FOR PRODUCING OPTICALLY ACTIVE ALCOHOL 有权
标题翻译：生产光学活性醇的方法
公开(公告)号：US20110282077A1
公开(公告)日：2011-11-17
申请号：US13104156
申请日：2011-05-10
申请人： Taito Hatakeyama , Kunihiko Murata , Kunihiko Tsutsumi , Noriyuki Utsumi
发明人： Taito Hatakeyama , Kunihiko Murata , Kunihiko Tsutsumi , Noriyuki Utsumi
IPC分类号： C07D311/22 , C07C253/30 , C07C67/31 , C07C29/145
CPC分类号： C07B53/00 , C07B2200/07 , C07C29/143 , C07C29/157 , C07C67/31 , C07C253/30 , C07C33/26 , C07C33/46 , C07C69/732 , C07C255/36
摘要： The object of the present invention is to solve the problems in the prior arts, and to find more improved reaction conditions for suppressing the racemization of the product and obtaining an optically active alcohol at a high optical purity. The inventors achieved to solve the above problems by using a solvent system that is capable of resolving both an asymmetric catalyst and a formate salt, allowing the hydrogen source and the asymmetric catalyst to be present in the same phase.
摘要翻译：本发明的目的是解决现有技术中的问题，并找到更好的反应条件来抑制产物的外消旋化并获得光学纯度高的光学活性醇。本发明人通过使用能够分解不对称催化剂和甲酸盐的溶剂体系来实现上述问题，使得氢源和不对称催化剂以相同的相存在。

7. 发明授权

US09162934B2 Process for producing optically active alcohol 有权
标题翻译：光学活性醇的制造方法
公开(公告)号：US09162934B2
公开(公告)日：2015-10-20
申请号：US13104156
申请日：2011-05-10
申请人： Taito Hatakeyama , Kunihiko Murata , Kunihiko Tsutsumi , Noriyuki Utsumi
发明人： Taito Hatakeyama , Kunihiko Murata , Kunihiko Tsutsumi , Noriyuki Utsumi
IPC分类号： C07C29/14 , C07B53/00 , C07C29/143 , C07C67/31 , C07C253/30 , C07C29/157
CPC分类号： C07B53/00 , C07B2200/07 , C07C29/143 , C07C29/157 , C07C67/31 , C07C253/30 , C07C33/26 , C07C33/46 , C07C69/732 , C07C255/36
摘要： The object of the present invention is to solve the problems in the prior arts, and to find more improved reaction conditions for suppressing the racemization of the product and obtaining an optically active alcohol at a high optical purity. The inventors achieved to solve the above problems by using a solvent system that is capable of resolving both an asymmetric catalyst and a formate salt, allowing the hydrogen source and the asymmetric catalyst to be present in the same phase.
摘要翻译：本发明的目的是解决现有技术中的问题，并找到更好的反应条件来抑制产物的外消旋化并获得光学纯度高的光学活性醇。本发明人通过使用能够分解不对称催化剂和甲酸盐的溶剂体系来实现上述问题，使得氢源和不对称催化剂以相同的相存在。

8. 发明授权

US06790973B2 Ruthenium complexes and process for preparing alcoholic compounds using these 有权
标题翻译：钌络合物及其制备方法
公开(公告)号：US06790973B2
公开(公告)日：2004-09-14
申请号：US10330501
申请日：2002-12-27
申请人： Kunihiko Tsutsumi , Kunihiko Murata , Takeshi Ota , Takao Ikariya
发明人： Kunihiko Tsutsumi , Kunihiko Murata , Takeshi Ota , Takao Ikariya
IPC分类号： C07F1500
CPC分类号： C07F15/0053
摘要： The invention provides novel ruthenium complexes having an optically active diphosphine compound, which has asymmetry on carbon and is easy to synthesize, as the ligand and a process for preparing optically active alcoholic compounds using said complexes as the catalysts, wherein said process is the process for preparing optically active alcoholic compounds, which are excellent in terms of reactivity, enatioselectivity and the like in an asymmetric hydrogenation of carbonyl compounds compared with conventional ruthenium complex catalysts having an optically active diphosphine compound having the axial chirality or the asymmetry on carbon as the ligand. In a preferred embodiment, the invention provides an optically active ruthenium complex represented by the general formula (1) wherein X and Y, which can be identical to or different from each other, represent a hydrogen atom or an anion group, R1 and R2, which can be identical to or different from each other, represent a chain or cyclic hydrocarbon group of carbon number 1 to 20, which can be substituted, R3 and R4, which can be identical to or different from each other, represent a hydrogen atom or a hydrocarbon group of carbon number 1 to 3, and R5, R6, R7 and R8, which can be identical to or different from one another, represent a hydrocarbon group of carbon number 1 to 30, which can be substituted, with the proviso that when X and Y are bromine, R1 and R2 are a methyl group, and when R3 and R4 are a hydrogen atom, at least one of R5, R6, R7 and R8 is not a phenyl group.
摘要翻译：本发明提供具有光学活性二膦化合物的新型钌络合物，其具有碳不对称性并易于合成，作为配体，以及使用所述络合物作为催化剂制备光学活性醇化合物的方法，其中所述方法是制备光学活性醇类化合物，与具有轴向手性或碳不对称性的光学活性二膦化合物作为配体的常规钌络合物催化剂相比，在羰基化合物的不对称氢化方面具有优异的反应性，选择性等优异性。在优选的实施方案中，本发明提供由通式（1）表示的光学活性钌络合物，其中X和Y彼此相同或不同，表示氢原子或阴离子基团，R 1，和R 2可以相同或不同，表示链或环可以被取代的碳数1〜20的可以相同或不同的碳原子数为1〜20的烃基表示碳原子数1〜3的氢原子或烃基，R 5，R 6，R 7和R 8可以相同或不同，表示可以被取代的碳原子数为1〜30的烃基，条件是当X和Y为溴时，R 1和R 2为甲基，当R 3和R 4为氢原子时，R 5，R <6>，R 7和R 8不是苯基。

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