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1. 发明授权

US5349107A Process for producing optically active .gamma.-hydroxyketones 失效
标题翻译：光学活性γ-羟基酮的制备方法
公开(公告)号：US5349107A
公开(公告)日：1994-09-20
申请号：US130173
申请日：1993-10-01
申请人： Seiji Watanabe , Shigeru Mitsuhashi , Hidenori Kumobayashi
发明人： Seiji Watanabe , Shigeru Mitsuhashi , Hidenori Kumobayashi
IPC分类号： C07C45/64 , C07C49/17 , C07C49/245 , C07C49/82
CPC分类号： C07C49/82 , C07C45/64 , C07C49/17 , C07C49/245
摘要： Disclosed herein is a process for producing a .gamma.-hydroxyketone (2), which comprises asymmetrically hydrogenating a .gamma.-diketone (1) in the presence of a ruthenium-optically active phosphine complex as a catalyst ##STR1## wherein R.sup.1 and R.sup.2 mean individually an alkyl or phenyl group which may have a substituent group. According to the invention, optically active .gamma.-hydroxyketones useful in synthesizing optically active moiety in, biodegradable polymers, perfumes, intermediates for synthesizing medicines and the like can be efficiently prepared.
摘要翻译：本文公开了一种制备γ-羟基酮（2）的方法，其包括在作为催化剂的钌光学活性膦配合物存在下不对称氢化γ-二酮（1），其中R 1和R 2分别表示可以具有取代基的烷基或苯基。根据本发明，可以有效地制备可用于合成光学活性部分的光学活性γ-羟基酮，可生物降解的聚合物，香料，用于合成药物的中间体等。

2. 发明授权

US5430171A T-butyl (R)-(-)-4-cyano-3-hydroxybutyrate and process for preparing the same 失效
标题翻译：（R） - （ - ） - 4-氰基-3-羟基丁酸叔丁酯及其制备方法
公开(公告)号：US5430171A
公开(公告)日：1995-07-04
申请号：US272623
申请日：1994-07-11
申请人： Shigeru Mitsuhashi , Kazutoshi Sakurai , Hidenori Kumobayashi
发明人： Shigeru Mitsuhashi , Kazutoshi Sakurai , Hidenori Kumobayashi
IPC分类号： C07C253/14 , C07C255/20 , C07C255/23 , C07C255/12
CPC分类号： C07C255/23
摘要： T-butyl (R)-(-)-4-cyano-3-hydroxybutyrate having an optical purity of 99%ee or higher and a process for producing the same are disclosed, the process comprising cyanogenation of a t-butyl (S)-(-)-4-halogeno-3-hydroxybutyrate obtained by enantioselective hydrogenation of a t-butyl 4-halogenoacetoacetate. Recrystallization of the resulting crude product gives the optically active compound with high optical purity.
摘要翻译：公开了光学纯度为99％ee以上的（R） - （ - ） - 4-氰基-3-羟基丁酸叔丁酯及其制备方法，该方法包括将（S） - （ - ） - 4-卤代-3-羟基丁酸酯，通过4-卤代乙酰乙酸叔丁酯的对映选择性氢化得到。所得粗产物的重结晶得到具有高光学纯度的光学活性化合物。

3. 发明授权

US5286883A (3R,5S)-3,5,6-trihydroxyhexanoic acid derivative and production method thereof 失效
标题翻译：（3R，5S）-3,5,6-三羟基己酸衍生物及其制备方法
公开(公告)号：US5286883A
公开(公告)日：1994-02-15
申请号：US976498
申请日：1992-11-13
申请人： Kazutoshi Sakurai , Shigeru Mitsuhashi , Hidenori Kumobayashi
发明人： Kazutoshi Sakurai , Shigeru Mitsuhashi , Hidenori Kumobayashi
IPC分类号： B01J31/24 , C07B53/00 , C07B61/00 , C07D309/12 , C07D319/06
CPC分类号： C07D319/06 , C07D309/12
摘要： A (3R,5S)-3,5,6-trihydroxyhexanoic acid derivative and a process of producing the (3R,5S)-3,5,6-trihydroxyhexanoic acid derivative which comprises the step of enantioselectively hydrogenating an (S)-5,6-dihydroxy-3-oxohexanoic acid derivative with a specific ruthenium-optically active phosphine complex represented as a catalyst are disclosed. The (3R,5S)-3,5,6-trihydroxyhexanoic acid derivative which is a useful compound capable of being easily converted into a lactone moiety, which is the active part of an inhibitor on HMG-CoA reductase, can be easily and efficiently obtained under a mild reaction condition with a high selectivity for the syn-diol form.
摘要翻译： A（3R，5S）-3,5,6-三羟基己酸衍生物和（3R，5S）-3,5,6-三羟基己酸衍生物的制备方法，其包括以下步骤：对（S）-5 公开了以表示为催化剂的特定钌光学活性膦配合物的6-二羟基-3-氧代己酸衍生物。作为HMG-CoA还原酶抑制剂的活性成分的能够容易地转化为内酯部分的有用化合物的（3R，5S）-3,5,6-三羟基己酸衍生物可以容易且有效地在温和的反应条件下以对顺式二醇形式的高选择性获得。

4. 发明授权

US5837877A Process for preparing optically active 4-hydroxy-2-pyrrolidone 失效
标题翻译：制备光学活性4-羟基-2-吡咯烷酮的方法
公开(公告)号：US5837877A
公开(公告)日：1998-11-17
申请号：US790931
申请日：1997-01-29
申请人： Shigeru Mitsuhashi , Hidenori Kumobayashi
发明人： Shigeru Mitsuhashi , Hidenori Kumobayashi
IPC分类号： B01J31/24 , C07B53/00 , C07B61/00 , C07D207/26 , C07D207/273
CPC分类号： C07D207/273
摘要： A process for preparing optically active 4-hydroxy-2-pyrrolidone comprising asymmetrically hydrogenating an N-substituted-4-amino-3-oxobutanoic ester represented by formula (I): ##STR1## wherein R.sup.1 represents a benzyloxycarbonyl group, the benzene ring of which may be substituted; and R.sup.2 represents a lower alkyl group having 1 to 4 carbon atoms, in the presence of a ruthenium-optically active phosphine complex as a catalyst to obtain an optically active N-substituted-4-amino-3-hydroxybutanoic ester, deblocking, and cyclizing the ester. A series of the reactions can be carried out in one pot. Optically active 4-hydroxy-2-pyrrolidone is obtained in high yield with high optical purity, and is useful in the synthesis of carbapenem antibiotics
摘要翻译：一种制备光学活性的4-羟基-2-吡咯烷酮的方法，包括用式（I）表示的N-取代-4-氨基-3-氧代丁酸酯不对称氢化：其中R1代表苄氧基羰基，苯环可以被取代; 在钌光学活性膦配合物作为催化剂的存在下，R 2表示具有1〜4个碳原子的低级烷基，得到光学活性的N-取代-4-氨基-3-羟基丁酸酯，去封闭和环化酯。一系列反应可以在一锅中进行。以高光学纯度获得光学活性的4-羟基-2-吡咯烷酮，可用于合成碳青霉烯类抗生素

5. 发明授权

US4520212A Process for producing myrcenol 失效
标题翻译：制备月桂烯醇的方法
公开(公告)号：US4520212A
公开(公告)日：1985-05-28
申请号：US563810
申请日：1983-12-21
申请人： Shigeru Mitsuhashi , Hidenori Kumobayashi , Susumu Akutagawa
发明人： Shigeru Mitsuhashi , Hidenori Kumobayashi , Susumu Akutagawa
IPC分类号： B01J31/00 , C07B61/00 , C07C27/00 , C07C29/00 , C07C33/02 , C07C67/00 , C07F15/00
CPC分类号： C07C33/02 , C07C29/00 , C07F15/006 , C07B2200/07
摘要： Myrcenol is produced in an effecient, high yield and economical process by deaminating 7-hydroxygeranyl dialkylamine or 7-hydroxyneryl dialkylamine with a specific palladium-phosphine-cation complex catalyst represented by the formula[
摘要翻译：通过用式[[：PdL] + X-表示的特定的钯 - 膦 - 阳离子配合物催化剂使7-羟基蒎烷基二烷基胺或7-羟基腈基二烷基胺脱氨，以有效的，高产率和经济的方法制备月桂烯醇。代表乙烯基，L代表叔膦，X代表抗衡阴离子。

6. 发明授权

US6093345A Optically active compound, liquid crystal composition containing the same, and liquid crystal electro-optic element using the same 失效
标题翻译：光学活性化合物，含有它们的液晶组合物和使用其的液晶电光元件
公开(公告)号：US6093345A
公开(公告)日：2000-07-25
申请号：US91406
申请日：1993-07-14
申请人： Shigeru Mitsuhashi , Yoshimasa Matsushima , Takashi Imai , Kiichi Mori , Mamoru Yamada , Hiroshi Sugiyama , Misao Yagi , Hitoshi Kondo , Toshimitsu Hagiwara
发明人： Shigeru Mitsuhashi , Yoshimasa Matsushima , Takashi Imai , Kiichi Mori , Mamoru Yamada , Hiroshi Sugiyama , Misao Yagi , Hitoshi Kondo , Toshimitsu Hagiwara
IPC分类号： G02F1/13 , C07D239/26 , C07D239/34 , C09K19/34 , C09K19/42 , C09K19/46 , C07C41/00 , C07D239/02 , G02F1/133
CPC分类号： C09K19/345 , C09K19/3463 , C09K19/46
摘要： An optically active compound represented by formula (I): wherein A represents ##STR1## wherein R.sup.2 represents an alkyl group having from 8 to 12 carbon atoms; R.sup.1 represents a straight chain alkyl group having from 2 to 5 carbon atoms; X represents a fluorine atom or a methyl group; n represents 1 or 2; m represents an integer of from 0 to 3; and C* represents an asymmetric carbon atom, and a liquid crystal composition containing the same are disclosed. The compound exhibits large spontaneous polarization and low viscosity and, when added to an achiral base liquid crystal composition, induces a chiral nematic phase in which the helical pitch has small temperature dependence.
摘要翻译：由式（I）表示的光学活性化合物：其中A表示其中R2表示具有8至12个碳原子的烷基; R1表示具有2至5个碳原子的直链烷基; X表示氟原子或甲基; n表示1或2; m表示0〜3的整数， C *表示不对称碳原子，含有该碳原子的液晶组合物。该化合物表现出大的自发极化和低粘度，并且当添加到非手性基底液晶组合物时，诱导手性向列相，其中螺旋间距具有较小的温度依赖性。

7. 发明授权

US5275756A Fluorine-containing optically active compound and liquid crystal composition containing the same 失效
标题翻译：含氟光学活性化合物和含有它的液晶组合物
公开(公告)号：US5275756A
公开(公告)日：1994-01-04
申请号：US738638
申请日：1991-07-31
申请人： Akio Yamaguchi , Shigeru Mitsuhashi , Mamoru Yamada , Minzo Sakaguchi , Hiroshi Sugiyama , Hiroko Konuma , Hitoshi Kondo , Toshimitsu Hagiwara
发明人： Akio Yamaguchi , Shigeru Mitsuhashi , Mamoru Yamada , Minzo Sakaguchi , Hiroshi Sugiyama , Hiroko Konuma , Hitoshi Kondo , Toshimitsu Hagiwara
IPC分类号： G02F1/13 , C07D239/26 , C07D239/34 , C09K19/34 , C09K19/42 , C07D239/02 , C09K19/52
CPC分类号： C07D239/26 , C07D239/34 , C09K19/3463
摘要： A fluorine-containing optically active compound represented by formula (I): ##STR1## wherein R.sub.1 represents a straight chain alkyl or alkoxy group having from 6 to 14 carbon atoms or a 4-alkylphenyl or 4-alkoxyphenyl group having from 8 to 12 carbon atoms; R.sub.2 represents a straight chain alkyl group having from 1 to 8 carbon atoms; C.sup.* represents an asymmetric carbon atoms; and X represents a hydrogen atom or a fluorine atom, provided that X represents a fluorine atom when R.sub.1 contains a phenyl group, and a liquid crystal composition containing the same are disclosed. The compound (I) has large spontaneous polarization and low viscosity to achieve a fast response time. In the N.sup.* phase of the compound (I), the helical pitch has small temperature dependence.
摘要翻译：由式（I）表示的含氟光学活性化合物：（*化学结构*）（I）其中R1表示具有6至14个碳原子的直链烷基或烷氧基或4-烷基苯基或4-烷氧基苯基具有8至12个碳原子; R 2表示具有1至8个碳原子的直链烷基; C *表示不对称碳原子; 并且X表示氢原子或氟原子，条件是当R 1包含苯基时，X表示氟原子，并且公开了含有该基团的液晶组合物。化合物（I）具有大的自发极化和低粘度以实现快速响应时间。在化合物（I）的N *相中，螺旋间距具有较小的温度依赖性。

8. 发明授权

US5049308A Ferroelectric smectic liquid crystal compound and composition containing the same 失效
标题翻译：铁电晶界液晶化合物和含有它们的组合物
公开(公告)号：US5049308A
公开(公告)日：1991-09-17
申请号：US372582
申请日：1989-06-27
申请人： Shigeru Mitsuhashi , Hitoshi Kondo , Tetsuharu Okazaki , Shinji Endoh , Hiroko Kudo , Akio Yamaguchi , Haruki Tsuruta , Susumu Akutagawa
发明人： Shigeru Mitsuhashi , Hitoshi Kondo , Tetsuharu Okazaki , Shinji Endoh , Hiroko Kudo , Akio Yamaguchi , Haruki Tsuruta , Susumu Akutagawa
IPC分类号： C07C69/92 , C07C69/773 , C07C69/94 , C09K19/20 , C09K19/22 , C09K19/46
CPC分类号： C09K19/2021
摘要： A liquid crystal compound represented by formula: ##STR1## wherein R.sub.1 represents a straight chain alkyl group having from 4 to 18 carbon atoms; R.sub.2 represents a straight chain alkyl group having from 2 to 6 carbon atoms or a branched alkyl group having from 3 to 6 atoms and having a methyl group as a side chain; and m and n each represents 1 or 2, is disclosed.The liquid crystal compound of formula (I) is optically and electrically stable and exhibits fast electro-optical switching in image display.

9. 发明授权

US5777103A Process for producing cyclohexylazetidinone 失效
标题翻译：环己基氮杂环丁酮的制备方法
公开(公告)号：US5777103A
公开(公告)日：1998-07-07
申请号：US808270
申请日：1997-02-28
申请人： Takaji Matsumoto , Toshiyuki Murayama , Shigeru Mitsuhashi , Takashi Miura
发明人： Takaji Matsumoto , Toshiyuki Murayama , Shigeru Mitsuhashi , Takashi Miura
IPC分类号： C07D205/08 , C07F7/18 , C07B49/00
CPC分类号： C07F7/186 , C07D205/08 , Y02P20/55
摘要： A process for producing cyclohexylazetidinone expressed by the formula(IV) comprises condensing the magnesium enolate compound expressed by the formula (II) with acyloxyazetidinone expressed by the formula (III), wherein Me is a methyl group; R.sup.1 is a hydroxyl-protecting group, R.sup.2 is an acyl group, and X is a halogen atom. ##STR1##
摘要翻译：由式（IV）表示的环己基氮杂环丁酮的制备方法包括将由式（II）表示的烯醇镁化合物与由式（III）表示的酰氧基氮杂环丁酮缩合，其中Me为甲基; R1是羟基保护基，R2是酰基，X是卤素原子。（IMA）>（IV）

10. 发明授权

US06403804B1 Process for preparing optically active oxazolidinone derivative 失效
标题翻译：光学活性恶唑烷酮衍生物的制备方法
公开(公告)号：US06403804B1
公开(公告)日：2002-06-11
申请号：US09456950
申请日：1999-12-07
申请人： Kenzo Sumi , Takashi Imai , Shigeru Mitsuhashi , Hideki Nara , Takashi Miura
发明人： Kenzo Sumi , Takashi Imai , Shigeru Mitsuhashi , Hideki Nara , Takashi Miura
IPC分类号： C07D26304
CPC分类号： C07D263/20 , C07D263/22 , C07D263/24
摘要： Disclosed is a process for preparing an optically active oxazolidinone derivative comprising allowing hydrazine to react on an optically active ester having a hydroxyl group at the 3-position which is represented by formula (II): wherein R1 represents a lower alkyl group having 1 to 4 carbon atoms, a phenyl group, a methoxymethyl group, a benzyloxymethyl group, a benzyloxycarbonylaminomethyl group which may have a substituent or substituents on the benzene ring thereof, an acylaminomethyl group having 3 to 10 carbon atoms, or an alkyloxycarbonylaminomethyl group having 3 to 6 carbon atoms; R2 and R3, which may be the same or different, each represent a hydrogen atom, a lower alkyl group having 1 to 4 carbon atoms, a phenyl group, an acetylaminomethyl group, a benzoylaminomethyl group, or a benzyl group; and * indicates an asymmetric carbon atom, and subjecting the resulting hydrazide to Curtius rearrangement.
摘要翻译：公开了一种制备光学活性恶唑烷酮衍生物的方法，其包括使肼在由式（II）表示的3-位具有羟基的光学活性酯上反应：其中R1表示具有1-4个碳原子的低级烷基碳原子，苯基，甲氧基甲基，苄氧基甲基，苯环上可以具有取代基的苄氧羰基氨基甲基，碳原子数3〜10的酰氨基甲基或碳原子数3〜6的烷氧基羰基氨基甲基原子 R 2和R 3可以相同或不同，分别表示氢原子，碳原子数1〜4的低级烷基，苯基，乙酰氨基甲基，苯甲酰基氨基甲基或苄基。和*表示不对称碳原子，并将所得酰肼进行柯氏重排。

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