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1. 发明申请

US20100249431A1 PROCESS FOR MANUFACTURING DISULFONIC ACID COMPOUND, ASYMMETRIC MANNICH CATALST, PROCESS FOR MANUFACTURING BETA-AMINOCARBONYL DERIVATIVE, AND NOVEL DISULFONATE 审中-公开
标题翻译：制备异氰酸酯化合物的方法，不对称催化剂，制备氨基甲酰胺衍生物和新型磺酸盐的方法
公开(公告)号：US20100249431A1
公开(公告)日：2010-09-30
申请号：US12734284
申请日：2008-10-01
申请人： Kazuaki Ishihara , Manabu Hatano , Toshikatsu Maki
发明人： Kazuaki Ishihara , Manabu Hatano , Toshikatsu Maki
IPC分类号： C07D233/96 , C07C315/02 , B01J31/02
CPC分类号： C07B53/00 , B01J31/0217 , B01J31/0225 , B01J31/0239 , B01J2231/346 , B01J2531/0266 , C07C269/06 , C07C303/16 , C07D213/06 , C07D263/26 , C07C271/18 , C07C271/22 , C07C309/35
摘要： Hexamethylphosphoramide (HMPA) was added to a reaction vessel containing (R)-1,1′-binaphthyl-2,2′-dithiol and potassium hydroxide. The vessel was purged with oxygen and stirred at 80° C. for 5 days under 7 atmospheres of oxygen. After being cooled to room temperature, the reaction product was purified to yield potassium (R)-1,1′-binaphthyl-2,2′-disulfonate. The (R)-1,1′-binaphthyl-2,2′-disulfonic acid obtained from the disulfonate and 2,6-diphenylpyridine were stirred in acetonitrile, and then the solvent was evaporated under reduced pressure. Subsequently, magnesium sulfate and distilled CH2Cl2 were added to the reaction product, and the mixture was stirred at room temperature for 30 minutes. The resulting solution was cooled to 0° C. Benzaldehyde imine whose nitrogen is protected with Cbz and subsequently acetyl acetone were dropped into the solution over a period of 1 hour. The resulting mixture was further stirred at 0° C. for 30 minutes. A corresponding β-aminocarbonyl derivative was thus produced with an yield of 91% and an enantiomeric excess of 90% ee.
摘要翻译：将六甲基磷酰胺（HMPA）加入到含有（R）-1,1'-联萘-2,2'-二硫醇和氢氧化钾的反应容器中。用氧气吹扫容器，并在7大气压的氧气下在80℃下搅拌5天。冷却至室温后，将反应产物纯化，得到（R）-1,1'-联萘-2,2'-二磺酸钾。从二磺酸和2,6-二苯基吡啶得到的（R）-1,1'-联萘-2,2'-二磺酸在乙腈中搅拌，然后减压蒸发溶剂。随后，将硫酸镁和蒸馏的CH 2 Cl 2加入到反应产物中，并将混合物在室温下搅拌30分钟。将所得溶液冷却至0℃。用Cbz和随后的乙酰丙酮保护其氮气的苯甲醛亚胺在1小时内滴加到溶液中。将所得混合物在0℃下进一步搅拌30分钟。因此产生相应的β-氨基羰基衍生物，产率为91％，对映体过量为90％ee。

2. 发明授权

US08198445B2 Phosphoramide compound, method for producing the same, ligand, complex, catalyst and method for producing optically active alcohol 有权
标题翻译：磷酰胺化合物，其制备方法，配位体，络合物，催化剂和光学活性醇的制造方法
公开(公告)号：US08198445B2
公开(公告)日：2012-06-12
申请号：US12530287
申请日：2008-02-19
申请人： Kazuaki Ishihara , Manabu Hatano , Takashi Miyamoto
发明人： Kazuaki Ishihara , Manabu Hatano , Takashi Miyamoto
IPC分类号： C07F9/28 , C07F9/02 , C07F15/00
CPC分类号： C07F19/00 , B01J31/1815 , B01J2231/643 , B01J2531/26 , C07B53/00 , C07B2200/07 , C07C29/40 , C07C41/30 , C07C2601/08 , C07C2601/10 , C07C2601/12 , C07C2601/14 , C07C2602/08 , C07C2602/10 , C07C2602/12 , C07D333/16 , C07F9/28 , C07F9/36 , C07F9/5532 , C07F9/572 , C07F9/59 , C07F9/6533 , C07C33/20 , C07C33/46 , C07C33/34 , C07C33/16 , C07C43/23
摘要： Disclosed is a method for highly efficiently obtaining an optically active alcohol from a carbonyl compound highly enantioselectively. Also disclosed is a ligand used in such a method. Specifically, an optically active alcohol is obtained by reacting a carbonyl compound and an organozinc compound by using a ligand (L) shown below.
摘要翻译：公开了高度对映选择性地高效地从羰基化合物获得光学活性醇的方法。还公开了在这种方法中使用的配体。具体地，通过使用下述配体（L）使羰基化合物和有机锌化合物反应来获得光学活性醇。

3. 发明授权

US08624024B2 Phosphoramide compound, method for producing the same, ligand, complex, catalyst and method for producing optically active alcohol 失效
标题翻译：磷酰胺化合物，其制备方法，配位体，络合物，催化剂和光学活性醇的制造方法
公开(公告)号：US08624024B2
公开(公告)日：2014-01-07
申请号：US13458400
申请日：2012-04-27
申请人： Kazuaki Ishihara , Manabu Hatano , Takashi Miyamoto
发明人： Kazuaki Ishihara , Manabu Hatano , Takashi Miyamoto
IPC分类号： C07F9/553 , C07F9/36 , C07F9/572 , C07F9/59 , C07F9/6533 , C07F19/00
CPC分类号： C07F19/00 , B01J31/1815 , B01J2231/643 , B01J2531/26 , C07B53/00 , C07B2200/07 , C07C29/40 , C07C41/30 , C07C2601/08 , C07C2601/10 , C07C2601/12 , C07C2601/14 , C07C2602/08 , C07C2602/10 , C07C2602/12 , C07D333/16 , C07F9/28 , C07F9/36 , C07F9/5532 , C07F9/572 , C07F9/59 , C07F9/6533 , C07C33/20 , C07C33/46 , C07C33/34 , C07C33/16 , C07C43/23
摘要： Disclosed is a method for highly efficiently obtaining an optically active alcohol from a carbonyl compound highly enantioselectively. Also disclosed is a ligand used in such a method. Specifically, an optically active alcohol is obtained by reacting a carbonyl compound and an organozinc compound by using a ligand (L) shown below.
摘要翻译：公开了高度对映选择性地从羰基化合物高效地获得光学活性醇的方法。还公开了在这种方法中使用的配体。具体地，通过使用下述配体（L）使羰基化合物和有机锌化合物反应来获得光学活性醇。

4. 发明授权

US08507715B2 Method for producing β-aminocarbonyl compound 有权
标题翻译： β-氨基羰基化合物的制备方法
公开(公告)号：US08507715B2
公开(公告)日：2013-08-13
申请号：US13700746
申请日：2011-06-22
申请人： Kazuaki Ishihara , Manabu Hatano , Takahiro Horibe
发明人： Kazuaki Ishihara , Manabu Hatano , Takahiro Horibe
IPC分类号： C07C231/12 , B01J31/24
CPC分类号： C07C209/60 , C07C227/10 , C07C269/06 , C07D213/55 , C07D307/54 , C07D333/24 , C07C229/24 , C07C271/22
摘要： An optically active β-aminocarbonyl compound is obtained by a Mannich reaction between an aldimine in which: nitrogen is protected and a malonic acid diester, in the presence of optically active BINOL and dialkyl magnesium (in which two alkyl groups are the same or different) in an amount 1 to 2 molar times the amount of the BINOL.
摘要翻译：在光学活性BINOL和二烷基镁（其中两个烷基相同或不同）的存在下，通过在其中保护氮的醛亚胺与丙二酸二酯之间的曼尼希反应获得光学活性的β-氨基羰基化合物，其量为BINOL量的1至2摩尔倍。

5. 发明申请

US20130079543A1 METHOD FOR PRODUCING beta-AMINOCARBONYL COMPOUND 有权
标题翻译：生产β-氨基羰基化合物的方法
公开(公告)号：US20130079543A1
公开(公告)日：2013-03-28
申请号：US13700746
申请日：2011-06-22
申请人： Kazuaki Ishihara , Manabu Hatano , Takahiro Horibe
发明人： Kazuaki Ishihara , Manabu Hatano , Takahiro Horibe
IPC分类号： C07C209/60
CPC分类号： C07C209/60 , C07C227/10 , C07C269/06 , C07D213/55 , C07D307/54 , C07D333/24 , C07C229/24 , C07C271/22
摘要： An optically active β-aminocarbonyl compound is obtained by a Mannich reaction between an aldimine in which: nitrogen is protected and a malonic acid diester, in the presence of optically active BINOL and dialkyl magnesium (in which two alkyl groups are the same or different) in an amount 1 to 2 molar times the amount of the BINOL.
摘要翻译：在光学活性BINOL和二烷基镁（其中两个烷基相同或不同）存在下，通过在其中保护氮的醛亚胺与丙二酸二酯之间的曼尼希反应获得光学活性的 - 氨基羰基化合物）的量为BINOL的量的1至2摩尔倍。

6. 发明申请

US20100113786A1 PHOSPHORAMIDE COMPOUND, METHOD FOR PRODUCING THE SAME, LIGAND, COMPLEX, CATALYST AND METHOD FOR PRODUCING OPTICALLY ACTIVE ALCOHOL 有权
标题翻译：磷酰胺化合物，其制备方法，配体，复合物，催化剂和生产光学活性醇的方法
公开(公告)号：US20100113786A1
公开(公告)日：2010-05-06
申请号：US12530287
申请日：2008-02-19
申请人： Kazuaki Ishihara , Manabu Hatano , Takashi Miyamoto
发明人： Kazuaki Ishihara , Manabu Hatano , Takashi Miyamoto
IPC分类号： C07F9/28 , C07F9/02 , C07F15/00
CPC分类号： C07F19/00 , B01J31/1815 , B01J2231/643 , B01J2531/26 , C07B53/00 , C07B2200/07 , C07C29/40 , C07C41/30 , C07C2601/08 , C07C2601/10 , C07C2601/12 , C07C2601/14 , C07C2602/08 , C07C2602/10 , C07C2602/12 , C07D333/16 , C07F9/28 , C07F9/36 , C07F9/5532 , C07F9/572 , C07F9/59 , C07F9/6533 , C07C33/20 , C07C33/46 , C07C33/34 , C07C33/16 , C07C43/23
摘要： Disclosed is a method for highly efficiently obtaining an optically active alcohol from a carbonyl compound highly enantioselectively. Also disclosed is a ligand used in such a method. Specifically, an optically active alcohol is obtained by reacting a carbonyl compound and an organozinc compound by using a ligand (L) shown below.
摘要翻译：公开了高度对映选择性地从羰基化合物高效地获得光学活性醇的方法。还公开了在这种方法中使用的配体。具体地，通过使用下述配体（L）使羰基化合物和有机锌化合物反应来获得光学活性醇。

7. 发明申请

US20130338364A1 IODOARENE DERIVATIVE, METHOD FOR MANUFACTURING OPTICALLY ACTIVE SPIROLACTONE COMPOUND BY USING THE SAME, AND METHOD FOR MANUFACTURING OPTICALLY ACTIVE CYCLOADDUCT 有权
标题翻译：异恶唑衍生物，使用它们制造光学活性螺旋体化合物的方法和制造光学活性环糊精的方法
公开(公告)号：US20130338364A1
公开(公告)日：2013-12-19
申请号：US14002574
申请日：2012-03-06
申请人： Kazuaki Ishihara , Muhammet Uyanik , Takeshi Yasui
发明人： Kazuaki Ishihara , Muhammet Uyanik , Takeshi Yasui
IPC分类号： B01J31/02 , C07D491/107 , C07D307/94
CPC分类号： B01J31/0209 , C07C217/20 , C07C233/69 , C07C233/70 , C07C235/48 , C07C271/16 , C07C311/17 , C07D307/94 , C07D317/72 , C07D491/107
摘要： An optically active spirolactone compound is highly enantioselectively produced by using an iodoarene derivative which can be synthesized easily and which is not racemized easily. A hypervalent iodine compound precursor (iodoarene derivative) which was able to be designed flexibly was synthesized from 2,6-dihydroxyiodoarene by using 1,2-aminoalcohol as a chiral source in short steps, a hypervalent iodine compound was prepared in a reaction system (in situ) by using a catalyst quantity of the resulting precursor in the presence of a stoichiometric quantity of m-CPBA, and a spirolactonization reaction of 3-(1-hydroxy-2-naphthyl)propionic acid was induced. As a result, a corresponding spirolactone compound was obtained at a high enantiomeric excess.
摘要翻译：通过使用可以容易地合成并且不容易外消旋化的碘代芳烃衍生物，高度对映选择性地制备光学活性的己内酯化合物。通过使用1,2-氨基醇作为手性来源，通过短时间步骤，可以从2,6-二羟基碘代芳烃合成出能够灵活设计的高价碘化合物前体（碘代芳烃衍生物），在反应体系中制备了高价碘化合物通过在化学计量的m-CPBA的存在下使用所得前体的催化剂量，并引发3-（1-羟基-2-萘基）丙酸的反式己内酯化反应。结果，以高对映体过量获得相应的己内酯化合物。

8. 发明授权

US07339082B2 Arylbis (perfluoroalkylsulfonyl)methane and metallic salt thereof, and methods for producing the same 失效
标题翻译：芳基（全氟烷基磺酰基）甲烷及其金属盐及其制备方法
公开(公告)号：US07339082B2
公开(公告)日：2008-03-04
申请号：US10996216
申请日：2004-11-22
申请人： Kazuaki Ishihara , Hisashi Yamamoto
发明人： Kazuaki Ishihara , Hisashi Yamamoto
IPC分类号： C07C315/04
CPC分类号： B01J31/0224 , B01J31/0244 , B01J31/122 , B01J2231/326 , B01J2231/40 , C07C45/69 , C07C67/08 , C07C317/10 , C07C47/445 , C07C69/78
摘要： The present invention provides a method for producing various types of arylbis(perfluoroalkylsulfonyl)methane having a bulky aryl group and an electron-accepting aryl group in which synthesis was conventionally considered to be difficult, at high efficiency; a novel arylbis(perfluoroalkylsulfonyl)methane that can be widely applied to asymmetric catalyst, various types of functional materials and the like; and a metallic salt thereof. In addition, excellent catalysts are also provided. An aryl halomethane is reacted with a sodium trifluoromethane sulfinate, the arylmethyl triflone produced thereby is reacted with a t-BuLi and the like, the lithium salt of the arylmethyl triflone obtained is reacted with a trifluoromethane sulfinic acid anhydride, and an arylbis (trifluoromethylsulfony)methane such as pentafluorophenylbis(triflyl)methane, {4-(pentafluorophenyl)-2,3,5,6-tetrafluorophenyl}bis(triflyl)methane and the like are obtained at a high yield.
摘要翻译：本发明提供了高效率地生产具有庞大的芳基和电子接受芳基的各种类型的芳基双（全氟烷基磺酰基）甲烷的方法，其中通常被认为难以合成; 可广泛应用于不对称催化剂，各种功能材料等的新型芳基双（全氟烷基磺酰基）甲烷; 及其金属盐。此外，还提供优异的催化剂。将芳基卤代甲烷与三氟甲磺酸钠反应，由此得到的芳基甲基三氟甲基与t-BuLi等反应，得到的芳基甲基三氟甲基锂盐与三氟甲磺酸亚磺酸酐反应，并将芳基双（三氟甲磺酸）以高产率获得甲烷如五氟苯基双（三氟甲基）甲烷，{4-（五氟苯基）-2,3,5,6-四氟苯基}双（三氟甲基）甲烷等。

9. 发明授权

US07301045B2 Method for preparing ester condensate 失效
标题翻译：制备酯缩合物的方法
公开(公告)号：US07301045B2
公开(公告)日：2007-11-27
申请号：US10399233
申请日：2001-08-23
申请人： Kazuaki Ishihara , Hisashi Yamamoto
发明人： Kazuaki Ishihara , Hisashi Yamamoto
IPC分类号： C07C69/74 , C07C69/76 , C07C321/00
CPC分类号： B01J31/0212 , B01J27/135 , B01J31/2208 , B01J2231/40 , B01J2531/40 , C07C67/08 , C07C327/22 , C07D309/30 , C08G63/81 , C08G63/85 , C07C69/007 , C07C69/013 , C07C69/017 , C07C69/003 , C07C69/612 , C07C69/618 , C07C69/75 , C07C69/24 , C07C69/734 , C07C69/78
摘要： The present invention provides a method for preparing ester or thioester that can conduct catalytic esterification reaction with an equimolar amount of carboxylic acid and alcohol, or catalytic thioesterification reaction with carboxylic acid and an equimolar amount or small amount of thiol, and can be expected as an industrial method that needs an enormous amount of synthesis in the light of green chemistry. By using hafnium chloride (IV), especially tetravalent hafnium compounds represented by hafnium chloride (IV)·(THF)2 or hafnium (IV)t-butoxide as a (poly) condensation catalyst, direct condensation reaction is conducted from carboxylic acid and an equimolar amount of alcohol or a little smaller amount of thiol, in the nonpolar solvent such as toluene and the like, in a deoxidization atmosphere and under heating reflux, and the reaction synthesizes ester monomer or thioester monomer, polyester or polythioester. When heating reflux is conducted by using a nonpolar solvent, it is preferable to remove azeotropic water from the reaction system.
摘要翻译：本发明提供了一种制备可与等摩尔量的羧酸和醇进行催化酯化反应或与羧酸和等摩尔量或少量硫醇进行催化酯基酯化反应的酯或硫酯的方法，并且可以作为在绿色化学方面需要大量合成的工业方法。通过使用氯化铪（IV），特别是作为（多）缩合催化剂的氯化铪（IV）（THF）2 H 2或叔（叔丁醇）铪代表的四价铪化合物，直接缩合反应在脱氧气氛和加热回流下，在非极性溶剂如甲苯等中，从羧酸和等摩尔量的醇或少量的硫醇进行反应，合成酯单体或硫酯单体，聚酯或聚硫酯。当使用非极性溶剂进行加热回流时，优选从反应体系中除去共沸水。

10. 发明申请

US20130338371A1 METHOD FOR PRODUCING AROMATIC COMPOUND HAVING RING STRUCTURE THAT INCLUDES NITROGEN ATOM OR OXYGEN ATOM 有权
标题翻译：生产包含氮原子或氧原子的环状结构的芳族化合物的方法
公开(公告)号：US20130338371A1
公开(公告)日：2013-12-19
申请号：US13982424
申请日：2012-02-02
申请人： Kazuaki Ishihara , Uyanik Muhammet
发明人： Kazuaki Ishihara , Uyanik Muhammet
IPC分类号： C07D403/06 , C07D307/94 , C07D209/42 , C07D209/12
CPC分类号： C07D403/06 , C07D209/12 , C07D209/42 , C07D307/94
摘要： The invention is a method for efficiently producing an aromatic compound by an intramolecular cyclization reaction, the aromatic compound having a ring structure that includes a nitrogen atom or oxygen atom. An aromatic compound composed of tert-butyl-2-(3-oxo-3-phenylpropyl)phenyl carbamate or another aniline derivative or the like, or an aromatic compound composed of 3-(1-hydroxynaphthalene-2-yl)propionic acid or another naphthol derivative or the like is made to react in a system to which an oxidizing agent and a quaternary ammonium salt represented by general formula (1) are fed. In the formula, X is an iodine atom; and R1, R2, R3 and R4 are each independently a C1-30 hydrocarbon group in which some hydrogen atoms are optionally substituted with halogen atoms, or R1 and R2 may be combine to form a divalent organic group bonded to a nitrogen atom, and R3 and R4 may combine to form a divalent organic group bonded to a nitrogen atom.
摘要翻译：本发明是通过分子内环化反应有效制备芳族化合物的方法，所述芳族化合物具有包含氮原子或氧原子的环结构。由叔丁基-2-（3-氧代-3-苯基丙基）苯基氨基甲酸酯或其它苯胺衍生物等构成的芳族化合物或由3-（1-羟基萘-2-基）丙酸或使另一种萘酚衍生物等在通过通式（1）表示的氧化剂和季铵盐的系统中反应。在该式中，X是碘原子; 并且R 1，R 2，R 3和R 4各自独立地为C 1〜C 30烃基，其中一些氢原子任选被卤素原子取代，或者R 1和R 2可以结合形成与氮原子键合的二价有机基团，R 3 并且R 4可以结合形成键合到氮原子上的二价有机基团。

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