Patents by Inventor Hiroyuki Nohira

Hiroyuki Nohira has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 7385080
    Abstract: Optically active ?-phenylalanine compound may be prepared in an industrially advantageous manner by reacting an N-acyl-?-phenylalanine compound with a specific optically resolving agent to effect an optical resolution by formation of diastereomer salts, and removing the optically resolving agent from each diastereomer, to give an optically N-acyl-?-phenylalanine compound. Deacylation may be further carried out to obtain an optically active ?-phenylalanine compound.
    Type: Grant
    Filed: August 10, 2004
    Date of Patent: June 10, 2008
    Assignee: Ajinomoto Co., Inc.
    Inventor: Hiroyuki Nohira
  • Publication number: 20050065367
    Abstract: Subjecting N-acetyl-?-phenylalanine to an optical resolution by a preferential crystallization method is effective for preparing an optically active N-acetyl-?-phenylalanine. It is also possible to prepare an optically active ?-phenylalanine in a simple and efficient manner, by deacylating the optically active N-acetyl-?-phenylalanine.
    Type: Application
    Filed: August 11, 2004
    Publication date: March 24, 2005
    Applicant: AJINOMOTO CO., INC.
    Inventor: Hiroyuki Nohira
  • Publication number: 20050065366
    Abstract: Optically active ?-phenylalanine compound may be prepared in an industrially advantageous manner by reacting an N-acyl-?-phenylalanine compound with a specific optically resolving agent to effect an optical resolution by formation of diastereomer salts, and removing the optically resolving agent from each diastereomer, to give an optically N-acyl-?-phenylalanine compound. Deacylation may be further carried out to obtain an optically active ?-phenylalanine compound.
    Type: Application
    Filed: August 10, 2004
    Publication date: March 24, 2005
    Applicant: AJINOMOTO CO., INC.
    Inventor: Hiroyuki Nohira
  • Patent number: 6603032
    Abstract: The present invention provides a novel bisphosphine compound having a chiral center on the phosphorus atom, which is suitable as a ligand for an asymmetric catalyst for use in asymmetric hydrogenation, this bisphosphine compound being represented by the following formula (1): (where t—C8H17 denotes 1,1,3,3-tetramethylbutyl), and a process for the production of this bisphosphine compound. Also provided are a transition metal complex having this bisphosphine compound as a ligand, and a process for the asymmetric hydrogenation of an unsubstituted carboxylic acid or its ester.
    Type: Grant
    Filed: June 18, 2002
    Date of Patent: August 5, 2003
    Assignee: Nippon Chemical Industries Co., Ltd.
    Inventors: Masashi Sugiya, Hiroyuki Nohira
  • Patent number: 6214196
    Abstract: A method of producing a bisphosphine oxide by performing a koble electrolysis coupling reaction to a phosphine oxide carboxylic acid represented by the general formula (1): wherein the bisphosphine oxide is represented by the following general formula (2):
    Type: Grant
    Filed: August 9, 1999
    Date of Patent: April 10, 2001
    Assignee: Nippon Chemical Industrial Co., Ltd.
    Inventors: Masashi Sugiya, Hiroyuki Nohira
  • Patent number: 6177591
    Abstract: An optically active 1-phenylethylamine is reacted to a phosphine oxide carboxylic acid of a racemic modification shown by the following general formula (2): and a produced diastereomeric salt is separated using the difference in solubility against a solvent, which is subsequently decomposed by acid, so as to free and separate an optically active phosphine oxide carboxylic acid.
    Type: Grant
    Filed: August 10, 1999
    Date of Patent: January 23, 2001
    Assignee: Nippon Chemical Industrial Co., Ltd.
    Inventors: Masashi Sugiya, Hiroyuki Nohira
  • Patent number: 6121494
    Abstract: Reacting a lead tetraacetate with an optically active phosphine oxide carboxylic acid represented by the following general formula (1): ##STR1## in order to obtain an optically active vinyl phosphine oxide represented by the following general formula (2): ##STR2##
    Type: Grant
    Filed: December 9, 1999
    Date of Patent: September 19, 2000
    Assignee: Nippon Chemical Industrial Co., Ltd.
    Inventors: Masashi Sugiya, Hiroyuki Nohira
  • Patent number: 6093846
    Abstract: A process for preparing optically active 2-hydroxymethyl-3-phenylpropionic acid by resolving (RS)-2-hydroxymethyl-3-phenylpropionic acid via crystallization of an optically active amine salt, where the amine is optically active cis-1-amino-2-indanol salt, optically active .alpha.-methylbenzylamine salt, or optically active 3-methyl-2-phenyl-1-butylamine salt.
    Type: Grant
    Filed: November 30, 1999
    Date of Patent: July 25, 2000
    Assignee: Ajinomoto Co., Inc.
    Inventors: Hiroyuki Nohira, Takayuki Suzuki, Takayuki Hamada, Kunisuke Izawa
  • Patent number: 6069270
    Abstract: An optical resolution method of (.+-.)-3,4-dihydroxybutanoic acid, by reacting (.+-.)-3,4-dihydroxybutanoic acid with an optically active primary amine or secondary amine. Also a method for producing optically active 3-hydroxy-.gamma.-butyrolactone, by reacting (.+-.)-3,4-dihydroxybutanoic acid with an optically active primary amine or secondary amine for optical resolution, and ring closing the resulting optically active 3,4-dihydroxybutanoic acid.
    Type: Grant
    Filed: November 17, 1997
    Date of Patent: May 30, 2000
    Assignee: Kuraray Co., Ltd.
    Inventors: Hiroyuki Nohira, Hiroaki Shitara, Satsuki Inagaki
  • Patent number: 6028217
    Abstract: A compound selected from the group consisting of(a) optically active 2-hydroxymethyl-3-phenylpropionic acid cis-1-amino-2-indanol salt,(b) optically active 2-hydroxymethyl-3-phenylpropionic acid .alpha.-methylbenzylamine salt,(c) optically active 2-hydroxymethyl-3-phenylpropionic acid 3-methyl-2-phenyl-1-butylamine salt,(d) a salt of (S)-2-hydroxymethyl-3-phenylpropionic acid with (1R, 2S)-(+)-cis-1-amino-2-indanol,(e) a salt of (R)-2-hydroxymethyl-3-phenylpropionic acid with (1S, 2R)-(-)-cis-1-amino-2-indanol,(f) a salt of (R)-2-hydroxymethyl-3-phenylpropionic acid with (S)-(-)-.alpha.-methylbenzylamine,(g) a salt of (S)-2-hydroxymethyl-3-phenylpropionic acid with (R)-(+)-.alpha.-methylbenzylamine,(h) a salt of (S)-2-hydroxymethyl-3-phenylpropionic acid with (S)-(-)-3-methyl-2-phenyl-1-butylamine, and(i) a salt of (R)-2-hydroxymethyl-3-phenylpropionic acid with (R)-(+)-3-methyl-2-phenyl-1-butylamine.
    Type: Grant
    Filed: October 5, 1998
    Date of Patent: February 22, 2000
    Assignee: Ajinomoto Co., Inc.
    Inventors: Hiroyuki Nohira, Takayuki Suzuki, Takayuki Hamada, Kunisuke Izawa
  • Patent number: 5852209
    Abstract: Provided is a process for separating (S)- or (R)-2-(3-benzoylphenyl)propionic acid from a mixture of (S)- and (R)-2-(3-benzoylphenyl)propionic acid, which comprises (1) reacting the mixture of (S)- and (R)-2-(3-benzoylphenyl)propionic acid with (S)- or (R)-3-methyl-2-phenylbutylamine in a suitable solvent to form a diastereomer salt of (S)-2-(3-benzoylphenyl)propionic acid with (S)-3-methyl-2-phenylbutylamine or a diastereomer salt of (R)-2-(3-benzoylphenyl)propionic acid with (R)-3-methyl-2-phenylbutylamine; (2) separating the diastereomer salt from the reaction mixture; and (3) liberating the separated diastereomer salt to give (S)- or (R)-2-(3-benzoylphenyl)propionic acid. According to the present process, it is possible to obtain optically active (S)- or (R)-2-(3-benzoylphenyl)propionic acid having 99% or more of high optical purity in a high yield. Thus, the present process is a practical and efficient process which can simplify purification steps and can be applied for an industrial production process.
    Type: Grant
    Filed: June 9, 1997
    Date of Patent: December 22, 1998
    Assignee: Nagase & Co., Ltd.
    Inventors: Hiroyuki Nohira, Shigeya Saijo, Masafumi Moriwaki, Shunji Kamiyama, Kazutoshi Toyoda, Jun Matsumoto, Kohichi Maruo, Taizo Fujimoto
  • Patent number: 5830386
    Abstract: An optically active compound of the formula (I) according to claim 1 is suitable as a component for a liquid crystal composition providing improved response speed. The optically active compound of the formula (I) is characterized by having a fluorine-substituted optically active cite and ##STR1## group connected by 1-6 methylene groups. The above liquid crystal composition is useful as an element of a liquid crystal device and a display apparatus providing a good display characteristics.
    Type: Grant
    Filed: June 26, 1996
    Date of Patent: November 3, 1998
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Shinichi Nakamura, Ikuo Nakazawa, Koji Noguchi
  • Patent number: 5792869
    Abstract: Process for preparing optically active 2-piperazine-carboxylic acid derivatives, particularly S-enantiomer thereof, in high yield and high optical purity on industrial scale. As the optical resolving agents, easily accessible sulfonamides derived from selected optically active amino acids, such as N-tosyl-L-phenylalanine, N-tosyl-D-phenylglycine, N-tosyl-L-alanine or N-tosyl-L-valine, give excellent results. These resolving agents are stable and easily recovered from the reaction mixture and reused. Resolved 2-piperazinecarboxylic acid derivatives are preferably isolated as 4-t-butoxycarbonyl (Boc) derivatives. Diastereomeric salts (an example being shown below) formed as the intermediates of resolution are novel. ##STR1## ?In the formula "Ar" stands for a phenyl or naphthyl group which may be substituted with one to three C1-C6 alkyl groups, halogen atoms, nitro or alkoxy groups; and n=0 or 1.
    Type: Grant
    Filed: November 2, 1995
    Date of Patent: August 11, 1998
    Assignee: Yamakawa Chemical Industry Co., Ltd
    Inventors: Hisamichi Murakami, Shoko Satoh, Tadashi Tobiyama, Ken'ichi Sakai, Hiroyuki Nohira
  • Patent number: 5720898
    Abstract: A liquid crystal composition, comprising a main chain-type mesomorphic polymer and a mesomorphic monomer and showing a smectic phase including a plurality of molecular layers, wherein a linkage of a covalent bond is present between adjacent molecular layers among the plurality molecular layers. Because of the presence of the covalent bond linkage between the molecular layers, the elastic energy of the liquid crystal per se relating to the elastic energy between the smectic liquid crystal molecular layers can be controlled to provide a uniform alignment. The mesomorphic polymer preferably has a structure represented by the following formula (1): ##STR1## wherein A denotes a terminal flexible chain group, M denotes a mesogen group, F denotes a spacer flexible chain group, x is 0 or 1, B denotes an ester bond group, ether bond group, thioester bond group, dimethylsiloxane bond group or thioether bond group, and y is 1-200.
    Type: Grant
    Filed: October 31, 1994
    Date of Patent: February 24, 1998
    Assignees: Canon Kabushiki Kaisha, Hiroyuki Nohira
    Inventors: Hiroyuki Nohira, Yuuta Kumano, Kazuharu Katagiri, Kenji Shinjo, Kazuo Yoshinaga
  • Patent number: 5690858
    Abstract: A mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently denote methyl group or a mesomorphic residual group, at least one of R.sub.1, R.sub.2 and R.sub.3 being a mesomorphic residual group having an optically active group of the formula below as a terminal flexible group: ##STR2## wherein R.sub.4 is an alkyl group having 1-12 carbon atoms; n is an integer of 0-10; m is an integer of 1-10; and L is an integer of 1-100. The mesomorphic compound is usable for constituting a liquid crystal composition and a liquid crystal device having a large picture area and capable of showing an improved switching characteristic and a good impact resistance.
    Type: Grant
    Filed: September 16, 1996
    Date of Patent: November 25, 1997
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Michihiro Yamada, Kazuo Yoshinaga
  • Patent number: 5686020
    Abstract: A mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1 denotes a linear or branched alkyl group having 1-18 carbon atoms capable of including one or non-neighboring two or more methylene groups which can be replaced with at least one species of ##STR2## with the proviso that X denotes O or S and Y denotes halogen; R.sub.2 denotes a linear or branched alkyl group having 1-18 carbon atoms; A, B and D independently denote ##STR3## wherein Z.sub.1 and Z.sub.2 independently denote hydrogen, halogen, --CH.sub.3, --CN or --CF.sub.3 ; E denotes --CH.sub.3, --CH.sub.2 F or --CF.sub.3 ; and f and g independently denote 0 or 1. The mesomorphic compound is effective for providing a ferroelectric liquid crystal composition showing an improved response speed and also effective for suppressing occurrence of reverse domain.
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: November 11, 1997
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Takao Takiguchi, Takashi Iwaki, Takeshi Togano, Yoko Yamada, Shinichi Nakamura, Koji Noguchi
  • Patent number: 5556998
    Abstract: The present invention provides a novel transition metal complex which catalyzes asymmetric hydrogenation reaction. The present invention also provides a process for the preparation of the foregoing novel complex. The present invention further provides an asymmetric hydrogenation catalyst comprising the foregoing novel complex.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: September 17, 1996
    Assignee: Takasago International Corporation
    Inventors: Akira Miyashita, Takeshi Chiba, Hiroyuki Nohira, Hidemasa Takaya
  • Patent number: 5371282
    Abstract: In optical resolution of an optically inactive (.+-.)-cis-4-aminocyclopent-2-en-1-carboxylic acid derivative into its (+)-derivative and (-)-derivative, the (.+-.)-cis-4-aminocyclopent-2-en-l-carboxylic acid derivative is allowed to react with an optically active cis-2-(arylalkylamino)cyclohexanemethanol or optically active .alpha.-alkylbenzylamine serving as an optically resolving agent, to form diastereomer salts corresponding to the (+)-cis-4-aminocyclopent-2-en-1-carboxylic acid derivative and the (-)-cis-4-aminocyclopent-2-en-1-carboxylic acid derivative.
    Type: Grant
    Filed: September 29, 1993
    Date of Patent: December 6, 1994
    Assignee: Kuraray Co., Ltd.
    Inventors: Hiroyuki Nohira, Kojiro Hara, Kensuke Nagashima, Tatsuhiko Hayashibara
  • Patent number: 5328639
    Abstract: A liquid crystal composition, comprising: at least one optically active mesomorphic compound having an asymmetric carbon atom to which a fluorine atom is directly bonded.
    Type: Grant
    Filed: December 31, 1992
    Date of Patent: July 12, 1994
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Masanao Kamei, Shinichi Nakamura, Kazuharu Katagiri, Masahiro Terada, Masataka Yamashita, Yoko Yamada, Kenji Shinjo, Takashi Iwaki, Chieko Hioki, Akio Yoshida, Toshiharu Uchimi
  • Patent number: 5321154
    Abstract: (.+-.)-2-(4-Isobutylphenyl)-propionic acid can be resolved into optically active isomers easily and with high yields. The method is characterized by the use of the optically active amine of the following general formula (I) or (II) as a resolving agent.
    Type: Grant
    Filed: July 31, 1992
    Date of Patent: June 14, 1994
    Assignee: Nagase & Company, Ltd.
    Inventor: Hiroyuki Nohira