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1. 发明申请

US20100168440A1 Homogeneous Asymmetric Hydrogenation Process 有权
公开(公告)号：US20100168440A1
公开(公告)日：2010-07-01
申请号：US12703053
申请日：2010-02-09
申请人： Hideo SHIMIZU , Daisuke Igarashi , Wataru Kuriyama , Yukinori Yusa
发明人： Hideo SHIMIZU , Daisuke Igarashi , Wataru Kuriyama , Yukinori Yusa
IPC分类号： C07D209/48 , C07C5/03 , C07C35/08 , C07C35/18 , C07C29/136 , C07D307/44 , C07C67/02 , C07C69/76 , C07C45/62
CPC分类号： C07C29/145 , B01J31/2409 , B01J31/2452 , B01J31/2457 , B01J2231/643 , B01J2531/0266 , B01J2531/16 , C07B35/02 , C07B53/00 , C07B2200/07 , C07C29/175 , C07C41/26 , C07C45/62 , C07C67/303 , C07C231/12 , C07C2601/14 , C07C2601/16 , C07D209/08 , C07D307/46 , C07F9/5045 , C07F9/65517 , C07C49/403 , C07C69/612 , C07C69/24 , C07C233/47 , C07C43/196 , C07C31/125 , C07C33/18 , C07C33/22 , C07C35/08 , C07C35/18
摘要： Provide that a useful catalyst for homogeneous hydrogenation, particularly a catalyst for homogeneous asymmetric hydrogenation for hydrogenation, particularly asymmetric hydrogenation, which is obtainable with comparative ease and is excellent in economically and workability, and a process for producing a hydrogenated compound of an unsaturated compound, particularly an optically active compound using said catalyst with a high yield and optical purity.

2. 发明授权

US07683186B2 Optically active biaryl phosphorus compound and production process thereof 失效
标题翻译：光学活性联芳基磷化合物及其制备方法
公开(公告)号：US07683186B2
公开(公告)日：2010-03-23
申请号：US12000083
申请日：2007-12-07
申请人： Ken Tanaka , Wataru Kuriyama
发明人： Ken Tanaka , Wataru Kuriyama
IPC分类号： C07D209/12 , C07D307/87 , C07D333/72 , C07F9/40
CPC分类号： C07F9/5728 , C07B53/00 , C07F9/4021 , C07F9/5022 , C07F9/5325 , C07F9/65517 , Y02P20/55
摘要： A phosphorus compound of formula (1): wherein R1 denotes a hydrogen atom or a hydroxy protective group; R2 denotes a group defined by the following formula (R2-1) or (R2-2); R3, R4, R5, and R6 may be the same or different and independently denote a hydrogen atom, an alkyl group, an alkoxy group, an acyloxy group, a halogen atom, a haloalkyl group, or a dialkylamino group; two among R3, R4, R5, and R6 may form an aromatic ring optionally having a substituent group, and two among R3, R4, R5, and R6 may form a methylene chain optionally having a substituent group or a (poly)methylenedioxy group optionally having a substituent group: wherein (R2-1) and (R2-2), R7 denotes an alkyl group, a cycloalkyl group, an aryl group, an alkoxy group, or an aryloxy group; R8 and R9 independently denote a hydrogen atom, an alkyl group, or an aryl group; z denotes a divalent group; and a denotes an integer of 0 or 1.
摘要翻译：式（1）的磷化合物：其中R1表示氢原子或羟基保护基; R2表示由下式（R2-1）或（R2-2）定义的基团。 R3，R4，R5和R6可以相同或不同，独立地表示氢原子，烷基，烷氧基，酰氧基，卤素原子，卤代烷基或二烷基氨基; R3，R4，R5和R6中的两个可以形成任选具有取代基的芳香环，R3，R4，R5和R6中的两个可以任选地具有取代基的亚甲基链或（多）亚甲二氧基具有取代基：其中（R2-1）和（R2-2）中，R7表示烷基，环烷基，芳基，烷氧基或芳氧基; R8和R9独立地表示氢原子，烷基或芳基; z表示二价基团; a表示0或1的整数。

3. 发明授权

US08586498B2 Homogeneous asymmetric hydrogenation catalyst 有权
公开(公告)号：US08586498B2
公开(公告)日：2013-11-19
申请号：US12949370
申请日：2010-11-18
申请人： Hideo Shimizu , Daisuke Igarashi , Wataru Kuriyama , Yukinori Yusa
发明人： Hideo Shimizu , Daisuke Igarashi , Wataru Kuriyama , Yukinori Yusa
IPC分类号： B01J31/00 , C07C39/06
CPC分类号： C07C29/145 , B01J31/2409 , B01J31/2452 , B01J31/2457 , B01J2231/643 , B01J2531/0266 , B01J2531/16 , C07B35/02 , C07B53/00 , C07B2200/07 , C07C29/175 , C07C41/26 , C07C45/62 , C07C67/303 , C07C231/12 , C07C2601/14 , C07C2601/16 , C07D209/08 , C07D307/46 , C07F9/5045 , C07F9/65517 , C07C49/403 , C07C69/612 , C07C69/24 , C07C233/47 , C07C43/196 , C07C31/125 , C07C33/18 , C07C33/22 , C07C35/08 , C07C35/18
摘要： Provide that a useful catalyst for homogeneous hydrogenation, particularly a catalyst for homogeneous asymmetric hydrogenation for hydrogenation, particularly asymmetric hydrogenation, which is obtainable with comparative ease and is excellent in economically and workability, and a process for producing a hydrogenated compound of an unsaturated compound, particularly an optically active compound using said catalyst with a high yield and optical purity.

4. 发明授权

US08288575B2 Alcohol production method by reducing ester of lactone with hydrogen 有权
标题翻译：用氢还原酯或内酯的酒精生产方法
公开(公告)号：US08288575B2
公开(公告)日：2012-10-16
申请号：US12553544
申请日：2009-09-03
申请人： Wataru Kuriyama , Yasunori Ino , Osamu Ogata
发明人： Wataru Kuriyama , Yasunori Ino , Osamu Ogata
IPC分类号： C07F5/02 , B01J31/14
CPC分类号： C07C269/06 , B01J31/189 , B01J2231/643 , B01J2531/0255 , B01J2531/821 , C07B31/00 , C07B2200/07 , C07C29/149 , C07C213/08 , C07C2531/30 , C07D213/30 , C07D307/44 , C07C215/08 , C07C271/16 , C07C31/20 , C07C33/20 , C07C33/22 , C07C33/26
摘要： Provided is an alcohol production method comprising the step of reducing an ester or a lactone with hydrogen to produce a corresponding alcohol without addition of a base compound by using, as a catalyst, a ruthenium complex represented by the following general formula (1): RuH(X)(L1)(L2)n (1) wherein X represents a monovalent anionic ligand, L1 represents a tetradentate ligand having at least one coordinating phosphino group and at least one coordinating amino group or a bidentate aminophosphine ligand having one coordinating phosphino group and one coordinating amino group, and L2 represents a bidentate aminophosphine ligand having one coordinating phosphino group and one coordinating amino group, provided that n is 0 when L1 is the tetradentate ligand, and n is 1 when L1 is the bidentate aminophosphine ligand.
摘要翻译：提供了一种醇生产方法，其包括通过使用由以下通式（1）表示的钌络合物作为催化剂，用氢还原酯或内酯以产生相应的醇而不加入碱性化合物：RuH （X）（L）（L2）n（1）其中X表示一价阴离子配体，L1表示具有至少一个配位膦基的至少一个配位氨基或具有一个配位膦基的二齿氨基膦配体的四齿配位体和一个配位氨基，L2表示具有一个配位膦基和一个配位氨基的二齿氨基膦配体，条件是当L1为四齿配体时n为0，当L1为二齿氨基膦配体时，n为1。

5. 发明授权

US09000212B2 Method for producing compound with carbonyl group by using ruthenium carbonyl complex having tridentate ligand as dehydrogenation oxidation catalyst 有权
标题翻译：通过使用具有三齿配体的钌羰基络合物作为脱氢氧化催化剂制备具有羰基的化合物的方法
公开(公告)号：US09000212B2
公开(公告)日：2015-04-07
申请号：US14113326
申请日：2012-04-18
申请人： Taichiro Touge , Kunimori Aoki , Hideki Nara , Wataru Kuriyama
发明人： Taichiro Touge , Kunimori Aoki , Hideki Nara , Wataru Kuriyama
IPC分类号： C07D453/02 , C07C51/265 , C07C51/29 , B01J31/22 , C07C67/40 , C07B33/00 , C07F15/00 , C07C45/29 , C07F17/02 , C07C51/235 , C07C51/255
CPC分类号： B01J31/2295 , B01J31/189 , B01J31/20 , B01J2231/763 , B01J2531/0238 , B01J2531/821 , C07B33/00 , C07C45/29 , C07C51/235 , C07C51/255 , C07C51/265 , C07C51/29 , C07C67/40 , C07D453/02 , C07F15/0046 , C07F17/02 , C07C69/24 , C07C69/78 , C07C47/02 , C07C47/228 , C07C47/238 , C07C47/54 , C07C49/403 , C07C49/413 , C07C49/603 , C07C49/78 , C07C49/786
摘要： Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
摘要翻译：通过本发明提供的是通过使用可以容易地制备和容易处理的钌络合物作为脱氢氧化催化剂来有效地氧化醇的方法，并且可以以相对低的成本获得。本发明涉及通过使用由以下通式（1）RuXY（CO）（L）（1）表示的钌羰基络合物作为催化剂，通过醇的脱氢氧化制备具有羰基的化合物的方法（在通式（1）中，X和Y可以相同或不同，表示阴离子配体，L表示三齿氨基二膦配体）。

6. 发明授权

US08524953B2 Alcohol production method by reducing ester or lactone with hydrogen 有权
标题翻译：用氢还原酯或内酯的酒精生产方法
公开(公告)号：US08524953B2
公开(公告)日：2013-09-03
申请号：US13611381
申请日：2012-09-12
申请人： Wataru Kuriyama , Yasunori Ino , Osamu Ogata
发明人： Wataru Kuriyama , Yasunori Ino , Osamu Ogata
IPC分类号： C07C29/147 , C07F5/02 , B01J31/14
CPC分类号： C07C269/06 , B01J31/189 , B01J2231/643 , B01J2531/0255 , B01J2531/821 , C07B31/00 , C07B2200/07 , C07C29/149 , C07C213/08 , C07C2531/30 , C07D213/30 , C07D307/44 , C07C215/08 , C07C271/16 , C07C31/20 , C07C33/20 , C07C33/22 , C07C33/26
摘要： Provided is an alcohol production method comprising the step of reducing an ester or a lactone with hydrogen to produce a corresponding alcohol without addition of a base compound by using, as a catalyst, a ruthenium complex represented by the following general formula (1): RuH(X)(L1)(L2)n (1) wherein X represents a monovalent anionic ligand, L1 represents a tetradentate ligand having at least one coordinating phosphino group and at least one coordinating amino group or a bidentate aminophosphine ligand having one coordinating phosphino group and one coordinating amino group, and L2 represents a bidentate aminophosphine ligand having one coordinating phosphino group and one coordinating amino group, provided that n is 0 when L1 is the tetradentate ligand, and n is 1 when L1 is the bidentate aminophosphine ligand.
摘要翻译：提供了一种醇生产方法，其包括通过使用由以下通式（1）表示的钌络合物作为催化剂，用氢还原酯或内酯以产生相应的醇而不加入碱性化合物：RuH （X）（L）（L2）n（1）其中X表示一价阴离子配体，L1表示具有至少一个配位膦基的至少一个配位氨基或具有一个配位膦基的二齿氨基膦配体的四齿配位体和一个配位氨基，L2表示具有一个配位膦基和一个配位氨基的二齿氨基膦配体，条件是当L1为四齿配体时n为0，当L1为二齿氨基膦配体时，n为1。

7. 发明授权

US07902110B2 Homogeneous asymmetric hydrogenation catalyst 有权
标题翻译：均相不对称氢化催化剂
公开(公告)号：US07902110B2
公开(公告)日：2011-03-08
申请号：US11988216
申请日：2006-07-06
申请人： Hideo Shimizu , Daisuke Igarashi , Wataru Kuriyama , Yukinori Yusa
发明人： Hideo Shimizu , Daisuke Igarashi , Wataru Kuriyama , Yukinori Yusa
IPC分类号： B01J31/00
CPC分类号： C07C29/145 , B01J31/2409 , B01J31/2452 , B01J31/2457 , B01J2231/643 , B01J2531/0266 , B01J2531/16 , C07B35/02 , C07B53/00 , C07B2200/07 , C07C29/175 , C07C41/26 , C07C45/62 , C07C67/303 , C07C231/12 , C07C2601/14 , C07C2601/16 , C07D209/08 , C07D307/46 , C07F9/5045 , C07F9/65517 , C07C49/403 , C07C69/612 , C07C69/24 , C07C233/47 , C07C43/196 , C07C31/125 , C07C33/18 , C07C33/22 , C07C35/08 , C07C35/18
摘要： Provide that a useful catalyst for homogeneous hydrogenation, particularly a catalyst for homogeneous asymmetric hydrogenation for hydrogenation, particularly asymmetric hydrogenation, which is obtainable with comparative ease and is excellent in economically and workability, and a process for producing a hydrogenated compound of an unsaturated compound, particularly an optically active compound using said catalyst with a high yield and optical purity.
摘要翻译：提供一种用于均相加氢的有用的催化剂，特别是用于氢化，特别是不对称氢化的均相不对称氢化的催化剂，其可以相对容易地获得并且在经济和可加工性方面是优异的，以及制备不饱和化合物的氢化化合物的方法，特别是使用所述催化剂具有高产率和光学纯度的光学活性化合物。

8. 发明授权

US07601842B2 Method for producing an optically active tetrahydroquinoline 失效
标题翻译：光学活性四氢喹啉的制造方法
公开(公告)号：US07601842B2
公开(公告)日：2009-10-13
申请号：US10545899
申请日：2004-02-17
申请人： Takashi Moroi , Tsukasa Sotoguchi , Kazuhiko Matsumura , Motonobu Takenaka , Wataru Kuriyama , Toshiyuki Murayama , Hideki Nara , Tohru Yokozawa , Kenji Yagi
发明人： Takashi Moroi , Tsukasa Sotoguchi , Kazuhiko Matsumura , Motonobu Takenaka , Wataru Kuriyama , Toshiyuki Murayama , Hideki Nara , Tohru Yokozawa , Kenji Yagi
IPC分类号： C07D215/38
CPC分类号： C07C229/18 , C07C211/49 , C07C229/30 , C07D215/42
摘要： The present invention provides an industrially advantageous production method of optically active tetrahydroquinolines of formula (1), which comprises: 1) a step of reacting a β-ketoester of formula (2) with an amine of formula (3) to produce an enaminoester of formula (4); 2) a step of subjecting the enaminoester of formula (4) above obtained in 1) to asymmetric hydrogenation to produce an optically active β-amino acid derivative of formula (5); 3) a step of amidating the optically active β-amino acid derivative (5) above obtained in 2) to produce an amide of formula (6); 4) a step of alkoxycarbonylating the amide of formula (6) above obtained in 3) to produce a compound of formula (7); and 5) a step of subjecting the compound of formula (7) above to cyclization to produce the optically active tetrahydroquinoline of formula (1).
摘要翻译：本发明提供了一种工业上有利的式（1）的光学活性四氢喹啉的制备方法，其包括：1）使式（2）的β-酮酯与式（3）的胺反应以产生一种公式（4）; 2）使在1）中获得的上述式（4）的烯氨基酯进行不对称氢化以产生式（5）的光学活性β-氨基酸衍生物的步骤; 3）将2）中得到的光学活性β-氨基酸衍生物（5）酰胺化以制备式（6）的酰胺的步骤; 4）在3）中得到的上述式（6）的酰胺进行烷氧基羰基化以制备式（7）化合物的步骤; 和5）使上述式（7）化合物环化以制备式（1）的光学活性四氢喹啉的步骤。

9. 发明申请

US20080228012A1 Method for producing alcohols 有权
标题翻译：醇的制备方法
公开(公告)号：US20080228012A1
公开(公告)日：2008-09-18
申请号：US12076150
申请日：2008-03-14
申请人： Yasunori Ino , Akifumi Yoshida , Wataru Kuriyama
发明人： Yasunori Ino , Akifumi Yoshida , Wataru Kuriyama
IPC分类号： C07C29/147
CPC分类号： C07C29/149 , C07B41/02 , C07B2200/07 , C07C41/26 , C07F7/1892 , C07C43/13 , C07C31/125 , C07C31/205 , C07C33/22
摘要： A method for producing alcohols which comprises reducing esters or lactones with hydrogen gas in the presence of a catalyst comprising (i) a ruthenium compound, (ii) a monodentate monophosphine or a bidentate bisphosphine, and (iii) an amine. Examples of the catalyst include a ruthenium (Ru) complex represented by the formula:RuX1X2(LP)m(LN)n [X1 and X2 each represent an anionic ligand, LP represents a phosphine ligand, m is 1 when LP is bidentate, while m is 2 when LP is monodentate, LN represents an amine ligand, and n is 1 when LN is bidentate, while n is 2 when LN is monodentate.] and a catalyst comprising an amine and a ruthenium (Ru) complex of the formula: RuX1X2(LP1)r [LP1 represents a monophosphine ligand and r is 3 or 4.].
摘要翻译：一种制备醇的方法，其包括在催化剂存在下用氢气还原酯或内酯，所述催化剂包括（i）钌化合物，（ii）单齿单膦或双齿二膦，和（iii）胺。催化剂的实例包括由下式表示的钌（Ru）络合物：R 1 O 2（L P P）（L N N）N 1 [X 1]和X 2 2各自表示阴离子配体， P> P表示膦配体，当L P是双齿时，m是1，而当L P是单齿时，m是2，L N 表示胺配体，当L N为二齿时n为1，而当L N为单齿时，n为2。]和包含胺的催化剂和钌（Ru）络合物，其具有下式：RuX 1 2 O 2（L 1 P 1/2） R 1表示单膦配位体，r为3或4.]。

10. 发明申请

US20080139822A1 Novel optically active biaryl phosphorus compound and production process thereof 失效
标题翻译：新型光学活性联芳基磷化合物及其制备方法
公开(公告)号：US20080139822A1
公开(公告)日：2008-06-12
申请号：US12000083
申请日：2007-12-07
申请人： Ken Tanaka , Wataru Kuriyama
发明人： Ken Tanaka , Wataru Kuriyama
IPC分类号： C07F9/02
CPC分类号： C07F9/5728 , C07B53/00 , C07F9/4021 , C07F9/5022 , C07F9/5325 , C07F9/65517 , Y02P20/55
摘要： The invention provides a novel optically active biaryl phosphorus compound that can be produced easily without the step of optical resolution, which is almost indispensable step in a conventional method.A phosphorus compound defined by the following general formula (1): in the formula (1), R1 denotes a hydrogen atom or a hydroxy protective group; R2 denotes a group defined by the following formula (R2-1) or (R2-2); R3, R4, R5, and R6 may be the same or different and independently denote a hydrogen atom, an alkyl group, an alkoxy group, an acyloxy group, a halogen atom, a haloalkyl group, or a dialkylamino group; two among R3, R4, R5, and R6 may form an aromatic ring optionally having a substituent group, and two among R3, R4, R5, and R6 may form a methylene chain optionally having a substituent group or a (poly)methylenedioxy group optionally having a substituent group: in the formula (R2-1) and (R2-2), R7 denotes an alkyl group, a cycloalkyl group, an aryl group, an alkoxy group, or an aryloxy group; R8 and R9 independently denote a hydrogen atom, an alkyl group, or an aryl group; z denotes a divalent group; and a denotes an integer of 0 or 1.
摘要翻译：本发明提供了一种新颖的光学活性联芳基磷化合物，其可以容易地制备而无需光学拆分的步骤，这在常规方法中几乎不可缺少的步骤。由以下通式（1）定义的磷化合物：在式（1）中，R 1表示氢原子或羟基保护基; R 2表示由下式（R 2→2）或（R 2→2）定义的基团。 R 3，R 4，R 5和R 6可以相同或不同，并且独立地表示氢原子，烷基，烷氧基，酰氧基，卤素原子，卤代烷基或二烷基氨基; R 3，R 4，R 5和R 6中的两个可以形成任选具有取代基，R 3，R 4，R 5和R 6中的两个可以形成亚甲基可选地具有取代基的链或可以具有取代基的（聚）亚甲二氧基：在式（R 2-2中）和（R 2-2）中， R 7表示烷基，环烷基，芳基，烷氧基或芳氧基; R 8和R 9独立地表示氢原子，烷基或芳基; z表示二价基团; a表示0或1的整数。

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