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1. 发明授权

US6043380A Ruthenium-I0D0-optically active phosphine complex 失效
标题翻译：钌-I0D0-光学活性膦配合物
公开(公告)号：US6043380A
公开(公告)日：2000-03-28
申请号：US307750
申请日：1999-05-10
申请人： Yoshiki Okeda , Tsutomu Hashimoto , Yoji Hori , Toshimitsu Hagiwara
发明人： Yoshiki Okeda , Tsutomu Hashimoto , Yoji Hori , Toshimitsu Hagiwara
IPC分类号： B01J31/24 , C07D315/00 , C07F15/00 , C07F9/02 , C07D305/00
CPC分类号： B01J31/2409 , B01J31/2452 , B01J31/2457 , C07D315/00 , C07F15/0053 , B01J2231/645 , B01J2531/0266 , B01J2531/821
摘要： This invention is concerned with a ruthenium-iodo-optically active bidentate phosphine complex of the formula (I):[Ru--(I).sub.q --(T.sup.1).sub.n (SOL).sub.r (L)].sub.m (T.sup.2).sub.p (I).sub.s (I)wherein T.sup.1 represents a carboxylic acid anion, SOL represents a polar solvent, L represents an optically active bidentate phosphine ligand, T.sup.2 represents an anion different from halogen atom anions and carboxylic acid anions, n denotes 0 or 1, r denotes 0, 3 or 4, m denotes 1 or 2, q denotes 0 or 1, or where m is 2, q may represent 1 or 1.5, p denotes 0 or 1, and s denotes 0, 1 or 2 is prepared. Said phosphine complex is usefull as an efficient catalyst for asymmetrically hydrogenating 4-methylene-2-oxetanone into optically active 4-methyl-2-oxetanone.
摘要翻译：本发明涉及式（I）的钌 - 碘 - 光学活性二齿膦络合物：[Ru-（I）q-（T1）n（SOL）r（L）] m（T2）p（I） s（I）其中T1表示羧酸阴离子，SOL表示极性溶剂，L表示光学活性二齿膦配体，T2表示不同于卤素阴离子和羧酸阴离子的阴离子，n表示0或1，r表示0 3或4，m表示1或2，q表示0或1，或其中m为2，q可以表示1或1.5，p表示0或1，s表示0,1或2。所述膦配合物可用作用于将4-亚甲基-2-氧杂环丁酮不对称氢化成光学活性的4-甲基-2-氧杂环丁酮的有效催化剂。

2. 发明授权

US06486353B2 Process for producing optically active 3,7-dimethyl-6-octenol and process for producing intermediate therefor 失效
标题翻译：光学活性3,7-二甲基-6-辛烯醇的制备方法及其制备方法
公开(公告)号：US06486353B2
公开(公告)日：2002-11-26
申请号：US10098358
申请日：2002-03-18
申请人： Shinya Yamada , Yoshiki Okeda , Yoji Hori , Toshimitsu Hagiwara
发明人： Shinya Yamada , Yoshiki Okeda , Yoji Hori , Toshimitsu Hagiwara
IPC分类号： C07C20960
CPC分类号： C07C209/68 , C07B2200/07 , C07C29/141 , C07C33/025 , C07C45/42 , C07C47/21 , C07C211/21
摘要： Cis-3,7-dimethyl-2,7-octadienylamine containing from 2 to 10% by weight cis-3,7-dimethyl-2,7-octadienylamine is prepared by subjecting a mixture of an alkylamine and isoprene in a molar ratio of 1:4 to 1:4.5 to telomerization at 80 to 100° C. for from 2.5 to 3.5 hours in the presence of an alkyllithium catalyst and/or phenyllithium catalyst.
摘要翻译：含有2〜10重量％顺式-3,7-二甲基-2,7-辛二烯基的顺式-3,7-二甲基-2,7-辛二烯胺是通过使烷基胺和异戊二烯的混合物以 1：4至1：4.5以在烷基锂催化剂和/或苯基锂催化剂存在下在80至100℃下调聚2.5至3.5小时。

3. 发明授权

US5981771A Ruthenium-optically active phosphine complex, process for the preparation thereof and process for the preparation of optically active 4-methyl-2-oxetanone using same 失效
标题翻译：钌光学活性膦络合物，其制备方法和使用其制备光学活性4-甲基-2-氧杂环丁酮的方法
公开(公告)号：US5981771A
公开(公告)日：1999-11-09
申请号：US100755
申请日：1998-06-22
申请人： Yoshiki Okeda , Yoji Hori , Toshimitsu Hagiwara
发明人： Yoshiki Okeda , Yoji Hori , Toshimitsu Hagiwara
IPC分类号： C07D305/12 , B01J31/24 , C07B53/00 , C07B61/00 , C07D315/00 , C07F15/00
CPC分类号： B01J31/2452 , C07D315/00 , C07F15/0053 , B01J2231/645 , B01J2531/0266 , B01J2531/821 , B01J31/2208 , B01J31/2295 , C07B2200/07
摘要： The present invention provides a catalyst which exhibits a high catalytic activity and allows asymmetric reaction in a high asymmetric yield to obtain a reaction product having a high optical purity. The present invention also provides a process for the preparation of an optically active 4-methyl-2-oxetanone having a high optical purity useful as starting material of polymer in a high yield in a short period in the presence of the foregoing catalyst. A novel ruthenium-iodo-optically active phosphine complex is provided, represented by the following general formula (1):Ru--I.sub.2 -(R.sup.1 -BINAP) (1)wherein R.sup.1 -BINAP represents an optically active tertiary phosphine represented by the following general formula (2): ##STR1## wherein R.sup.1 represents an aryl group which may have a substituent selected from the group consisting of a C.sub.1-4 lower alkyl group, a C.sub.1-4 lower alkoxy group, a C.sub.1-4 lower alkylamino group, and a halogen atom or a C.sub.3-8 cycloalkyl group.
摘要翻译：本发明提供一种催化活性高的催化剂，能够以不对称产率进行不对称反应，得到光学纯度高的反应产物。本发明还提供了在上述催化剂存在下，在短时间内以高收率制备具有高光学纯度的光学纯度高的光学活性4-甲基-2-氧杂环丁酮的方法。提供了由以下通式（1）表示的新型钌 - 碘 - 光学活性膦配合物：Ru-I2-（R1-BINAP）（1）其中R1-BINAP表示由以下通式表示的光学活性叔膦式（2）：其中R1表示可以具有选自C 1-4低级烷基，C 1-4低级烷氧基，C 1-4低级烷基氨基和卤素原子的取代基的芳基或C 3-8环烷基。

4. 发明授权

US06489522B2 Process for producing optically active 3,7-dimethyl-6-octenol and process for producing intermediate therefor 失效
标题翻译：光学活性3,7-二甲基-6-辛烯醇的制备方法及其制备方法
公开(公告)号：US06489522B2
公开(公告)日：2002-12-03
申请号：US09827334
申请日：2001-04-06
申请人： Shinya Yamada , Yoshiki Okeda , Yoji Hori , Toshimitsu Hagiwara
发明人： Shinya Yamada , Yoshiki Okeda , Yoji Hori , Toshimitsu Hagiwara
IPC分类号： C07C3500
CPC分类号： C07C209/68 , C07B2200/07 , C07C29/141 , C07C33/025 , C07C45/42 , C07C47/21 , C07C211/21
摘要： Provided is citronellol, which has an elegant rosy fragrance and is extremely useful for fragrance impartation to aromatic articles. A mixture of an alkylamine and isoprene in a molar ratio of from 1:4 to 1:4.5 is subjected to telomerization at 80 to 100° C. for 2.5 to 3.5 hours in the presence of an alkyllithium catalyst and/or phenyllithium catalyst to obtain a nerylamine compound containing 2 to 10 wt % &agr;-nerylamine compound represented by general formula (4). From this nerylamine compound, citronellol containing 2 to 10 wt % optically active 3,7-dimethyl-7-octenol is produced through the reaction steps of asymmetric isomerization, hydrolysis, and hydrogenation.
摘要翻译：提供香茅醇，其具有优雅的玫瑰香，并且对芳香物品的芳香赋予非常有用。摩尔比为1:4〜1:4.5的烷基胺和异戊二烯的混合物在烷基锂催化剂和/或苯基锂催化剂存在下，在80〜100℃下进行2.5〜3.5小时的调聚，得到含有通式（4）表示的2-10重量％α-椰子胺化合物的橙花胺化合物。由该橙花胺化合物，通过反应步骤产生含有2至10重量％光学活性的3,7-二甲基-7-辛烯醇的香茅醇的不对称异构化，水解和氢化。

5. 发明授权

US5981782A Ruthenium-optically active phosphine complex, process for the preparation thereof and process for the preparation of optically active 4-methyl-2-oxetanone using same 失效
标题翻译：钌光学活性膦络合物，其制备方法和使用其制备光学活性4-甲基-2-氧杂环丁酮的方法
公开(公告)号：US5981782A
公开(公告)日：1999-11-09
申请号：US963619
申请日：1997-11-04
申请人： Yoshiki Okeda , Yoji Hori , Toshimitsu Hagiwara
发明人： Yoshiki Okeda , Yoji Hori , Toshimitsu Hagiwara
IPC分类号： C07D305/12 , B01J31/24 , C07B53/00 , C07B61/00 , C07D315/00 , C07F15/00
CPC分类号： B01J31/2452 , C07D315/00 , C07F15/0053 , B01J2231/645 , B01J2531/0266 , B01J2531/821 , B01J31/2208 , B01J31/2295 , C07B2200/07
摘要： The present invention provides a catalyst which exhibits a high catalytic activity and allows asymmetric reaction in a high asymmetric yield to obtain a reaction product having a high optical purity. The present invention also provides a process for the preparation of an optically active 4-methyl-2-oxetanone having a high optical purity useful as starting material of polymer in a high yield in a short period in the presence of the foregoing catalyst. A novel ruthenium-iodo-optically active phosphine complex is provided, represented by the following general formula (1):Ru--I.sub.2 --(R.sup.1 -BINAP) (1)wherein R.sup.1 -BINAP represents an optically active tertiary phosphine represented by the following general formula (2): ##STR1## wherein R.sup.1 represents an aryl group which may have a substituent selected from the group consisting of a C.sub.1-4 lower alkyl group, a C.sub.1-4 lower alkoxy group, a C.sub.1-4 lower alkylamino group, and a halogen atom or a C.sub.3-8 cycloalkyl group.
摘要翻译：本发明提供一种催化活性高的催化剂，能够以不对称产率进行不对称反应，得到光学纯度高的反应产物。本发明还提供了在上述催化剂存在下，在短时间内以高收率制备具有高光学纯度的光学纯度高的光学活性4-甲基-2-氧杂环丁酮的方法。提供了由以下通式（1）表示的新型钌 - 碘 - 光学活性膦配合物：Ru-I2-（R1-BINAP）（1）其中R1-BINAP表示由以下通式表示的光学活性叔膦式（2）：其中R1表示可以具有选自C 1-4低级烷基，C 1-4低级烷氧基，C 1-4低级烷基氨基和卤素原子的取代基的芳基或C 3-8环烷基。

6. 发明授权

US06570035B2 Process for producing pivaloyl-acetic acid ester 失效
标题翻译：生产新戊酰乙酸酯的方法
公开(公告)号：US06570035B2
公开(公告)日：2003-05-27
申请号：US09759134
申请日：2001-01-16
申请人： Shinya Yamada , Yoshiki Okeda , Toshimitsu Hagiwara , Akio Tachikawa , Kouji Ishiguro , Shunichi Harada
发明人： Shinya Yamada , Yoshiki Okeda , Toshimitsu Hagiwara , Akio Tachikawa , Kouji Ishiguro , Shunichi Harada
IPC分类号： C07C6966
CPC分类号： C07C67/343 , C07C69/716
摘要： A process for producing a pivaloylacetic acid ester comprises reacting pivaloyl chloride with an acetoacetic acid ester of an alkyl group having 1 to 4 carbon atoms in the presence of at least one nitrogen-containing basic compound (a) selected from among pyridine compounds, N,N-dialkylanilines and imidazole compounds and from 0.01 to 0.5 mole equivalent, based on the pivaloyl chloride, of a magnesium compound (b) to thereby prepare a pivaloylacetoacetic acid ester and then alcholyzing or alkali-hydrolyzing the pivaloylacetoacetic acid ester to thereby give a pivaloylacetic acid ester having a high purity at a low cost.
摘要翻译：一种生产新戊酰乙酸酯的方法，包括在至少一种选自吡啶化合物，N，N-二甲基甲酰胺的含氮碱性化合物（a）的存在下，使新戊酰氯与具有1至4个碳原子的烷基的乙酰乙酸酯反应， N-二烷基苯胺和咪唑化合物，和基于新戊酰氯的0.01至0.5摩尔当量的镁化合物（b），从而制备新戊酰乙酰乙酸酯，然后将新戊酰乙酰乙酸酯进行共沸或碱解水解，从而得到新戊酰乙酸酸酯以低成本具有高纯度。

7. 发明授权

US06774269B2 Process for producing isopulegol 失效
标题翻译：异丙醇的制备方法
公开(公告)号：US06774269B2
公开(公告)日：2004-08-10
申请号：US10045157
申请日：2002-01-15
申请人： Takeshi Iwata , Yoshiki Okeda , Yoji Hori
发明人： Takeshi Iwata , Yoshiki Okeda , Yoji Hori
IPC分类号： C07C3508
CPC分类号： C07C29/56 , C07C2601/14 , C07C35/17
摘要： A process for producing l-isopulegol by simple operations with safety in high yield. A process for producing isopulegol, which comprises selectively cyclizing citronellal in the presence of a tris(2,6-diarylphenoxy)aluminum catalyst represented by the following general formula (3): wherein Al represents an aluminum atom, Ar1 and Ar2 each represent a substituted or unsubstituted aryl group or a heteroaryl group; and R1, R2 and R3 each represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atom(s), an alkoxy group having 1 to 8 carbon atom(s), a substituted or unsubstituted aryl group, a dialkylamino group having 1 to 4 carbon atom(s), or a nitro group.
摘要翻译：通过简单的操作以高产率安全地生产l-异头孢烯的方法。一种生产异胡醇的方法，其包括在由以下通式（3）表示的三（2,6-二芳基苯氧基）铝催化剂存在下选择性环化香茅醛：其中Al表示铝原子，Ar 1和Ar 2， 2>各自表示取代或未取代的芳基或杂芳基; R 1，R 2和R 3各自表示氢原子，卤素原子，碳原子数为1〜8的烷基，碳原子数1〜8的烷氧基，取代或未取代的芳基，碳原子数为1〜4的二烷基氨基或硝基。

8. 发明授权

US5144042A Process for preparing optically active 3-hydroxypyrrolidine derivatives 失效
标题翻译：制备光学活性3-羟基吡咯烷衍生物的方法
公开(公告)号：US5144042A
公开(公告)日：1992-09-01
申请号：US682273
申请日：1991-04-09
申请人： Nobuo Seido , Yoshiki Okeda , Hidenori Kumobayashi
发明人： Nobuo Seido , Yoshiki Okeda , Hidenori Kumobayashi
IPC分类号： C07B53/00 , C07C31/34 , C07C211/27 , C07C309/65 , C07C309/73 , C07D207/12
CPC分类号： C07D207/12
摘要： A process for preparing optically active 3-hydroxypyrrolidine derivatives useful as intermediates represented by formula (III): ##STR1## wherein Q represents a substituted or unsubstituted phenyl group; and * indicates an asymmetric carbon atom, comprising reacting an optically active 4-halo-3-hydroxybutane derivative represented by formula (I): ##STR2## wherein * is as defined above; R.sup.1 represents a lower alkyl group or a substituted or unsubstituted phenyl group; and X represents a halogen atom, with a benzylamine derivative represented by formula (II):H.sub.2 NCH.sub.2 Q (II)wherein Q is as defined above, is disclosed. The starting compound (I) is easily available through chemical synthesis. Any complicated procedure or use of an expensive reagent is not required.

9. 发明授权

US5412109A Process for preparing optically active 4-methyl-2-oxetanone 失效
标题翻译：制备光学活性4-甲基-2-氧杂环丁酮的方法
公开(公告)号：US5412109A
公开(公告)日：1995-05-02
申请号：US159262
申请日：1993-11-30
申请人： Hidemasa Takaya , Tetsuo Ohta , Hidenori Kumobayashi , Yoshiki Okeda , Yoshiharu Gonda
发明人： Hidemasa Takaya , Tetsuo Ohta , Hidenori Kumobayashi , Yoshiki Okeda , Yoshiharu Gonda
IPC分类号： C07D315/00 , C07F15/00 , C07D305/06
CPC分类号： C07D315/00 , C07F15/0053
摘要： A process for preparing optically active 4-methyl-2-oxetanone which comprises asymmetrically hydrogenating 4-methylene-2-oxetanone in the presence of a ruthenium-optically active phosphine complex. Optically active 4-methyl-2-oxetanone can easily and economically be obtained at high optical purity.
摘要翻译：制备光学活性4-甲基-2-氧杂环丁酮的方法，其包括在钌 - 光学活性膦配合物存在下不对称氢化4-亚甲基-2-氧杂环丁酮。在高光学纯度下，可以容易且经济地获得光学活性的4-甲基-2-氧杂环丁酮。

10. 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.

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