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31. 发明授权

US06492545B2 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：US06492545B2
公开(公告)日：2002-12-10
申请号：US09909803
申请日：2001-07-23
申请人： Takao Saito , Tohru Yokozawa , Kazuhiko Matsumura , Noboru Sayo
发明人： Takao Saito , Tohru Yokozawa , Kazuhiko Matsumura , Noboru Sayo
IPC分类号： C07C6966
CPC分类号： C07C67/31 , C07B2200/07 , Y02P20/55 , C07C69/675
摘要： A novel process in which an optically active alcohol compound having a desired absolute configuration and a high optical purity can be obtained by asymmetrically hydrogenating a &bgr;-keto acid compound through a simple operation. An optically active alcohol represented by general formula (III) as defined is obtained by asymmetrically hydrogenating a &bgr;-keto ester compound represented by general formula (I) as defined in the presence of at least one ruthenium complex having as a ligand an optically active tertiary diphosphine compound represented by general formula (II) as defined.
摘要翻译：通过简单的操作通过不对称氢化β-酮酸化合物，可以获得具有所需绝对构型和高光学纯度的光学活性醇化合物的新方法。由通式（III）表示的光学活性醇通过不对称氢化由通式（I）表示的β-酮酯化合物获得，如在至少一种具有光学活性第三级如通式（Ⅱ）所示的二膦化合物。

32. 发明授权

US06313317B1 Ruthenium-phosphine complex and method for producing the same 有权
标题翻译：钌膦络合物及其制备方法
公开(公告)号：US06313317B1
公开(公告)日：2001-11-06
申请号：US09273260
申请日：1999-03-22
申请人： Noboru Sayo , Takao Saito , Tohru Yokozawa
发明人： Noboru Sayo , Takao Saito , Tohru Yokozawa
IPC分类号： C07F930
CPC分类号： B01J31/2457 , B01J31/2295 , B01J2231/643 , B01J2231/645 , B01J2531/821 , C07B53/00 , C07C67/31 , C07F15/0053 , C07C69/675
摘要： Disclosed is a ruthenium-phosphine complex usable as the catalyst giving a high enantiomer excess in an asymmetric reaction and a method for producing the complex. The ruthenium-phosphine complex is represented by formula (1): [{(RuX(L)}2(&mgr;-X)3]−[R22NH2]+ (1) wherein R2 represents hydrogen, alkyl, cycloalkyl or benzyl and L represents a diphosphine ligand represented by formula (2): wherein R1 represents an optionally substituted phenyl group and X represents a halogen atom. The method for preparing a ruthenium-phosphine complex represented by formula (1) is characterized in that a ruthenium complex represented by the formula [RuX(arene)(L)]X and an ammonium salt represented by the formula R22NH.HX are reacted with each other.
摘要翻译：公开了可用作在不对称反应中给出高对映体过量的催化剂的钌膦络合物和制备该络合物的方法。钌膦配合物由式（1）表示：其中R2表示氢，烷基，环烷基或苄基，L表示由式（2）表示的二膦配体：其中R1表示任选取代的苯基，X表示卤素原子。由式（1）表示的钌 - 膦配合物的制备方法的特征在于，由式[RuX（芳烃）（L）] X表示的钌络合物和由式R22NH.HX表示的铵盐与彼此。

33. 发明授权

US6040465A Process for producing optically active .beta.-lactones 失效
标题翻译：光学活性β-内酯的制备方法
公开(公告)号：US6040465A
公开(公告)日：2000-03-21
申请号：US265371
申请日：1999-03-10
申请人： Sotaro Miyano , Tetsutaro Hattori , Osamu Uesugi , Yasufumi Tamai , Noboru Sayo
发明人： Sotaro Miyano , Tetsutaro Hattori , Osamu Uesugi , Yasufumi Tamai , Noboru Sayo
IPC分类号： B01J31/22 , C07D305/12 , B01J20/00
CPC分类号： C07D305/12
摘要： Disclosed is a process for producing an optically active .beta.-lactone represented by the general formula (I): ##STR1## wherein R.sup.1 represents an alkyl group having 1-9 carbon atoms which can be branched or a cycloalkyl group having 5-7 carbon atoms. The process comprises reacting an aldehyde represented by the general formula (II):R.sup.1 CHO (II)wherein R.sup.1 is the same as defined above, with a ketene represented by the general formula (III):CH.sub.2 .dbd.C.dbd.O (III)in the presence of a bissulfonamide/aluminum complex represented by the general formula (IV): ##STR2## wherein Ar represents 2,4,6-(R.sup.2).sub.3 C.sub.6 H.sub.2 (wherein R.sup.2 represents an alkyl group having 2-4 carbon atoms), Et represents an ethyl group and Ph represents a phenyl group.
摘要翻译：公开了由通式（I）表示的光学活性β-内酯的制备方法：其中R1表示可以是支链或具有5-7个碳原子的环烷基的具有1-9个碳原子的烷基。该方法包括使由通式（II）表示的醛：其中R 1与上述定义相同的R 1 CHO（II）与通式（III）表示的乙烯酮：CH 2 = C = O（III）由通式（IV）表示的双磺酰胺/铝络合物的存在：其中Ar表示2,4,6-（R2）3C6H2（其中R2表示具有2-4个碳原子的烷基），Et表示乙基， Ph表示苯基。

34. 发明授权

US5922918A Method for making an optically active diphosphine ligand 失效
标题翻译：制备光学活性二膦配体的方法
公开(公告)号：US5922918A
公开(公告)日：1999-07-13
申请号：US957020
申请日：1997-10-24
申请人： Xiaoyaong Zhang , Noboru Sayo
发明人： Xiaoyaong Zhang , Noboru Sayo
IPC分类号： C07F9/32 , C07F9/50 , C07F9/53
CPC分类号： C07F9/509 , C07F9/5325 , C07B2200/07
摘要： The present invention provides a method for making compound (1) by reacting compound (2) with phosphine oxide (3) in the presence of a transition metal/phosphine complex and optionally reducing the reaction product: ##STR1## where n represents 0 or 1; the double line having a continuous line and a dotted line represents a double bond or a single bond such that the ring having the double line forms a naphthalene ring or an octahydronaphthalene ring with an adjacent benzene ring; Tf represents a trifluoromethanesulfonyl group; and Ar represents a phenyl group, a substituted phenyl group or a naphthyl group. The present invention provides an economical way to produce compound (1) as a ligand of a complex useful as a catalyst for a variety of asymmetric synthesis reactions.
摘要翻译：本发明提供了在过渡金属/膦配合物存在下使化合物（2）与氧化膦（3）反应制备化合物（1）的方法，任选地还原反应产物：其中n表示0或1; 具有连续线和虚线的双线表示双键或单键，使得具有双线的环形成具有相邻苯环的萘环或八氢萘环; Tf表示三氟甲磺酰基; Ar表示苯基，取代苯基或萘基。本发明提供了一种生产化合物（1）作为可用作各种不对称合成反应的催化剂的络合物的配体的经济方法。

35. 发明授权

US4981992A Process for preparing optically active 3-hydroxybutanoic acid 失效
标题翻译：制备光学活性3-羟基丁酸的方法
公开(公告)号：US4981992A
公开(公告)日：1991-01-01
申请号：US435877
申请日：1989-11-14
申请人： Noboru Sayo , Takao Saito , Yoshiki Okeda , Hiroyuki Nagashima , Hidonori Kumobayashi
发明人： Noboru Sayo , Takao Saito , Yoshiki Okeda , Hiroyuki Nagashima , Hidonori Kumobayashi
IPC分类号： B01J31/24 , C07B53/00 , C07B61/00 , C07C231/18 , C07C233/47 , C07C233/83 , C07C235/52 , C07C269/06 , C07C271/22 , C07D205/08
CPC分类号： C07C231/18 , C07C233/47 , C07C233/83 , C07C269/06 , C07C271/22 , C07D205/08 , Y02P20/55
摘要： A process for preparing an optically active 3-hydroxybutanoic acid represented by formula (I): ##STR1## wherein: R.sup.1 represents a protective group of carboxylic acid, andR.sup.2 represents a hydrogen atom; a lower alkyl group which may be substituted with a halogen atom; a lower alkoxy group; a phenyl group which may be substituted with a lower alkyl group or a lower alkoxy group; or a benzyloxy group which may be substituted with a lower alkyl group or a lower alkoxy group,is disclosed, comprising asymmetrically hydrogenating a 3-oxobutanoic acid ester represented by formula (II): ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst. The compound of formula (I) which is useful for synthesizing a 4-acetoxyazetidin-2-one derivative, a useful intermediate for obtaining penem antibiotics, can be prepared economically.

36. 发明申请

US20070149831A1 Optically active transition metal-diamine compound and process for producing optically active alcohol with the same 有权
标题翻译：光活性过渡金属 - 二胺化合物及其制备光学活性醇的方法
公开(公告)号：US20070149831A1
公开(公告)日：2007-06-28
申请号：US10594744
申请日：2005-03-28
申请人： Akira Amano , Daisuke Igarashi , Noboru Sayo
发明人： Akira Amano , Daisuke Igarashi , Noboru Sayo
IPC分类号： C07C29/14 , C07F15/00
CPC分类号： C07C211/49 , B01J31/0222 , B01J31/1805 , B01J31/4015 , B01J31/4038 , B01J2231/643 , B01J2531/0266 , B01J2531/821 , B01J2531/822 , B01J2531/827 , B01J2531/96 , C07B2200/07 , C07C29/143 , C07C211/27 , C07C311/18 , C07F15/0053 , C07F15/0073 , C07F15/008 , Y02P20/584 , C07C33/22
摘要： The present invention provides a water-soluble transition metal-diamine complex which can be easily separated from reaction products through liquid separation, etc. and is recycleable; an optically active diamine compound constituting the ligand of the complex; and a catalyst for asymmetric synthesis which comprises these. The present invention relates to a water-soluble optically active transition metal-diamine complex represented by the formula (2): [wherein R1 and R2 each represents hydrogen, a hydrocarbon group, —SO2R13 (wherein R13 is a hydrocarbon group, substituted amino, etc.), etc.; R3 to R12 each represents hydrogen, a hydrocarbon group, alkoxy, substituted amino, etc.; M represents a transition metal; X represents halogen; L represents a ligand; and * indicates an asymmetric carbon atom; provided that at least one of R3 to R7 and R8 to R12 is substituted amino], a catalyst for asymmetric synthesis containing the complex, and a process for producing an optically active alcohol, which comprises using the catalyst to asymmetrically reduce a ketone.
摘要翻译：本发明提供一种水溶性过渡金属 - 二胺络合物，其可以通过液体分离等容易地从反应产物中分离出来并且是可再循环的; 构成络合物配体的光学活性二胺化合物; 和包含这些的不对称合成催化剂。本发明涉及由式（2）表示的水溶性光学活性过渡金属 - 二胺络合物：其中R 1和R 2各自表示氢，烃基，-SO 2 R 13（其中R 13是烃基，取代的氨基等）等; R 12至R 12各自表示氢，烃基，烷氧基，取代的氨基等; M表示过渡金属; X表示卤素; L表示配体; 和*表示不对称碳原子; 条件是R 3至R 7和R 8至R 12中的至少一个为取代的氨基]，含有络合物的不对称合成催化剂，以及制备光学活性醇的方法，其包括使用该催化剂不对称地还原酮。

37. 发明授权

US06472539B1 Production process of diphosphine oxide and diphosphonate 有权
标题翻译：二氧化膦和二膦酸盐的生产工艺
公开(公告)号：US06472539B1
公开(公告)日：2002-10-29
申请号：US09899207
申请日：2001-07-06
申请人： Tohru Yokozawa , Takao Saito , Noboru Sayo , Takero Ishizaki
发明人： Tohru Yokozawa , Takao Saito , Noboru Sayo , Takero Ishizaki
IPC分类号： C07F940
CPC分类号： C07F9/65517
摘要： A process for producing a diphosphine oxide or diphosphonate represented by formula (1) as defined, which comprises treating, with a base, a phosphine compound represented by formula (2) as defined and adding the thus-treated phosphine compound to a nonpolar solvent having an oxidative metal compound suspended therein so as to effect dimerization. The present invention makes it possible to produce, conveniently, in a high yield and safely, a diphosphine oxide or diphosphonate which is an intermediate for producing a diphosphine compound useful as a ligand of a metal complex serving as a catalyst for asymmetric synthesis reaction.
摘要翻译：一种制备由式（1）表示的二膦氧化物或二膦酸盐的方法，该方法包括用碱处理如上定义的式（2）表示的膦化合物，并将如此处理的膦化合物加入到具有悬浮在其中以实现二聚化的氧化金属化合物。本发明使得可以以高产率和安全地生产作为用作不对称合成反应催化剂的金属络合物的配位体的二膦化合物的中间体的二氧化膦或二膦酸盐的方法。

38. 发明授权

US5919962A Process for preparing ruthenium-phosphine complex 失效
标题翻译：制备钌膦配合物的方法
公开(公告)号：US5919962A
公开(公告)日：1999-07-06
申请号：US933973
申请日：1997-09-19
申请人： Noboru Sayo , Kazushi Mashima , Kyoko Tamao , Tetsuo Ota
发明人： Noboru Sayo , Kazushi Mashima , Kyoko Tamao , Tetsuo Ota
IPC分类号： B01J31/24 , C07B53/00 , C07B61/00 , C07F9/50 , C07F15/00 , C07F9/02
CPC分类号： C07F15/0053
摘要： Disclosed is a ruthenium-phosphine complex represented by formula (I):�{RuX(L)}.sub.2 (.mu.-X).sub.3 !.sup.- �R.sub.2 NH.sub.2 !.sup.+(I)wherein R is hydrogen, an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group, a substituted or unsubstituted phenyl group or a substituted or unsubstituted benzyl group; X is halogen; and L is an optically active or inactive tertiary phosphine. A process for preparing the complex (I) is also disclosed, which comprises (A) reacting a ruthenium complex represented by formula: �RuX(arene)(L)!X (wherein arene is a substituted or unsubstituted phenyl group) and an ammonium salt represented by formula (III): R.sub.2 NH.HX, or (B) reacting a ruthenium complex represented by formula: �RuX.sub.2 (arene)!.sub.2, a tertiary phosphine represented by L, and an ammonium salt (III). The complex (I) useful as a catalyst for general syntheses or asymmetric syntheses can be obtained easily in good yield.
摘要翻译：公开了由式（I）表示的钌膦配合物：[{RuX（L）} 2（mu -X）3] - [R 2 NH 2] +（I）其中R是氢，具有1至5个碳原子的烷基原子，环烷基，取代或未取代的苯基或取代或未取代的苄基; X是卤素; L是光学活性或无活性的叔膦。还公开了制备络合物（I）的方法，其包括（A）使由式[RuX（芳烃）（L）] X（其中芳烃为取代或未取代的苯基）和铵由式（III）表示的盐：R2NH.HX，或（B）使由式[RuX2（芳烃）] 2表示的钌络合物，由L表示的叔膦和铵盐（III）反应。可以容易地以良好的收率获得用作一般合成或不对称合成的催化剂的络合物（I）。

39. 发明授权

US5714624A Oxotitanium complex, asymmetric hydrogenation catalyst comprising the complex, and process for producing .beta.-hydroxy ketone or .alpha.-hydroxy carboxylic acid ester using the complex 失效
标题翻译：包含络合物的氧钛复合物，不对称氢化催化剂以及使用络合物生产β-羟基酮或α-羟基羧酸酯的方法
公开(公告)号：US5714624A
公开(公告)日：1998-02-03
申请号：US775205
申请日：1996-12-30
申请人： Takeshi Nakai , Dai Kitamoto , Noboru Sayo
发明人： Takeshi Nakai , Dai Kitamoto , Noboru Sayo
IPC分类号： B01J31/22 , C07B61/00 , C07C45/51 , C07C45/54 , C07C45/72 , C07C49/17 , C07C67/31 , C07C67/343 , C07C67/347 , C07C69/732 , C07F7/00 , C07F7/28
CPC分类号： B01J31/223 , B01J31/2226 , C07C45/511 , C07C45/72 , C07C67/343 , C07C67/347 , C07F7/006 , B01J2231/341 , B01J2531/0266 , B01J2531/46 , B01J2540/34
摘要： A novel oxotitanium complex represented by general formula (I) is disclosed: ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and each represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a phenyl group, a substituted phenyl group, a trialkylsilyl group, a monoalkyldiphenylsilyl group, a dialkylmonophenylsilyl group, a triphenylsilyl group, a substituted triphenylsilyl group, or a lower alkoxycarbonyl group, provided that R.sup.1 and R.sup.2 may be bonded to each other to form a hydrocarbon ring or a substituted hydrocarbon ring in cooperation with the carbon atoms to which R.sup.1 and R.sup.2 are bonded; R.sup.3 and R.sup.4 may be the same or different and each represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a benzoyl group, a benzenesulfonyl group, or a halogen atom, provided that R.sup.3 and R.sup.4 may be bonded to each other to form a hydrocarbon ring or a substituted hydrocarbon ring in cooperation with the carbon atoms to which R.sup.3 and R.sup.4 are bonded; and n is 1 or 2. The novel oxotitanium complex is useful as an asymmetric reaction catalyst. A process for producing a .beta.-hydroxy ketone or an .alpha.-hydroxy carboxylic acid ester in the presence of the novel oxotitanium complex is also disclosed.
摘要翻译：公开了由通式（I）表示的新型氧代钛络合物：其中R 1和R 2可以相同或不同，各自表示氢原子，低级烷基，低级烷氧基，卤素原子苯基，取代苯基，三烷基甲硅烷基，单烷基二苯基甲硅烷基，二烷基单苯基甲硅烷基，三苯基甲硅烷基，取代的三苯基甲硅烷基或低级烷氧基羰基，条件是R 1和R 2可以彼此键合形成与R1和R2键合的碳原子配合的烃环或取代的烃环; R 3和R 4可以相同或不同，并且各自表示氢原子，低级烷基，低级烷氧基，苯甲酰基，苯磺酰基或卤素原子，条件是R 3和R 4可以彼此键合与R3和R4键合的碳原子一起形成烃环或取代的烃环; 并且n为1或2.新型氧钛复合物可用作不对称反应催化剂。还公开了在新型氧代钛络合物存在下生产β-羟基酮或α-羟基羧酸酯的方法。

40. 发明授权

US5155240A Process for producing optically active dihydropyran derivative 失效
标题翻译：光学活性二氢吡喃衍生物的制备方法
公开(公告)号：US5155240A
公开(公告)日：1992-10-13
申请号：US668656
申请日：1991-03-13
申请人： Koichi Mikami , Masahiro Terada , Takeshi Nakai , Noboru Sayo
发明人： Koichi Mikami , Masahiro Terada , Takeshi Nakai , Noboru Sayo
IPC分类号： C07D309/28
CPC分类号： C07D309/28
摘要： A process for producing an optically active dihydropyran derivative represented by formula (1): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each represents a hydrogen atom, a lower alkyl group, a tri-lower alkylsilylmethyl group, a lower alkoxycarbonylamino group, or an --OR.sup.5 group, wherein R.sup.5 represents a lower alkyl group, a lower acyl group, a lower alkoxycarbonyl group, a di-lower alkylcarbamoyl group, or a tri-lower alkylsilyl group, or R.sup.1 and R.sup.2 are taken together to form a 5- to 7-membered cyclic hydrocarbon group or to form a condensed heterocyclic group with an oxygen atom, or R.sup.2 and R.sup.3 are taken together to form a 5- to 7-membered cyclic hydrocarbon group or to form a condensed heterocyclic group with an oxygen atom, provided that all of R.sup.1, R.sup.2, R.sup.3, and R.sup.4 do not represent hydrogen atoms at the same time; and R.sup.6 represents a lower alkyl group, which comprises reacting a diene compound represented by formula (2): ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 have the same meanings as defined above, with a glyoxylic acid ester represented by formula (3): ##STR3## wherein R.sup.6 has the same meaning as defined above, in the presence of a binaphthol-titanium complex represented by formula (4): ##STR4## wherein X represents a chlorine atom or a bromine atom, is disclosed.
摘要翻译：一种制备式（1）表示的光学活性二氢吡喃衍生物的方法：其中R1，R2，R3和R4各自表示氢原子，低级烷基，三低级烷基甲硅烷基甲基，低级烷氧基羰基氨基或-OR5基团，其中R5表示低级烷基，低级酰基，低级烷氧基羰基，二低级烷基氨基甲酰基或三低级烷基甲硅烷基，或者R1和R2组合在一起形成5至7元环状烃基或与氧原子形成稠合杂环基，或将R 2和R 3一起形成5-至7-元环状烃基或形成稠合杂环基具有氧原子，条件是所有R1，R2，R3和R4不同时表示氢原子; 并且R 6表示低级烷基，其包括使式（2）表示的二烯化合物：其中R 1，R 2，R 3和R 4具有与上述相同的含义，与表示的二羟乙酸酯反应在式（4）表示的联萘酚钛化合物存在下，式（3）表示：其中R 6具有与上述相同的含义，其中X表示氯原子或溴原子。

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