Patents by Inventor Masaru Mitsuda

Masaru Mitsuda 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: 10781193
    Abstract: The present disclosure provides a reaction of a chlorine-containing compound using a flow reactor which is less restricted by a solvent to be used. In the present disclosure, an organic compound is produced by supplying a reaction substrate having at least one functional group which can react with chlorine and is selected from the group consisting of hydroxy group, a thiol group, an amino group, a carboxyl group, a thiocarboxyl group, and an acid amide group, and a chlorine-containing compound to a flow reactor together with a trialkyl amine having 9 to 40 carbon atoms and an organic solvent, and allowing the reaction substrate and the chlorine-containing compound to react with each other.
    Type: Grant
    Filed: January 10, 2019
    Date of Patent: September 22, 2020
    Assignee: KANEKA CORPORATION
    Inventors: Hiroaki Yasukouchi, Masaru Mitsuda, Akira Nishiyama, Makoto Funabashi
  • Publication number: 20200190605
    Abstract: The invention relates to a detective molecule, and more particularly to a detective molecule and a kit for detecting a target molecule, a method for predicting fragrance production in an orchid, and a method for breeding a scented orchid.
    Type: Application
    Filed: December 17, 2018
    Publication date: June 18, 2020
    Inventors: HONG-HWA CHEN, YU-CHEN CHUANG, WEN-CHIEH TSAI, YI-CHU HUNG, WEN-HUEI CHEN, CHI-YU HSU, CHUAN-MING YEH, NOBUTAKA MITSUDA, MASARU OHME-TAKAGI
  • Publication number: 20190177262
    Abstract: The present invention provides a method for safely producing a large amount of chloroformate compound with high yield. The chloroformate compound can be produced by mixing and reacting a solution of triphosgene, an amine and an alcohol compound in a flow reactor. The chloroformate compound can also be produced by mixing and reacting a solution of triphosgene with a solution comprising an amine and an alcohol compound in a flow reactor. The amine is preferably tributylamine, and preferably used in an amount of 0.8 to 3 equivalents relative to an amount of the alcohol compound.
    Type: Application
    Filed: January 10, 2019
    Publication date: June 13, 2019
    Applicant: KANEKA CORPORATION
    Inventors: Hiroaki YASUKOUCHI, Makoto FUNABASHI, Akira NISHIYAMA, Toshihiro TAKEDA, Masaru MITSUDA
  • Publication number: 20190144404
    Abstract: The present disclosure provides a reaction of a chlorine-containing compound using a flow reactor which is less restricted by a solvent to be used. In the present disclosure, an organic compound is produced by supplying a reaction substrate having at least one functional group which can react with chlorine and is selected from the group consisting of hydroxy group, a thiol group, an amino group, a carboxyl group, a thiocarboxyl group, and an acid amide group, and a chlorine-containing compound to a flow reactor together with a trialkyl amine having 9 to 40 carbon atoms and an organic solvent, and allowing the reaction substrate and the chlorine-containing compound to react with each other.
    Type: Application
    Filed: January 10, 2019
    Publication date: May 16, 2019
    Applicant: KANEKA CORPORATION
    Inventors: Hiroaki YASUKOUCHI, Masaru MITSUDA, Akira NISHIYAMA, Makoto FUNABASHI
  • Patent number: 9982014
    Abstract: The present invention is to provide a method for the efficient production on an industrial scale of SS-31 (D-Arg-Dmt-Lys-Phe-NH2), which is an SS peptide. According to the present invention, the desired SS-31 is produced by efficiently synthesizing a tetrapeptide compound as a precursor of SS-31 and improving the tetrapeptide purity by crystallization.
    Type: Grant
    Filed: October 23, 2014
    Date of Patent: May 29, 2018
    Assignees: Kaneka Corporation, Stealth BioTherapeutics Corp
    Inventors: Yoshinori Hirai, Akira Nishiyama, Masaru Mitsuda
  • Publication number: 20160264623
    Abstract: The present invention is to provide a method for the efficient production on an industrial scale of SS-31 (D-Arg-Dmt-Lys-Phe-NH2), which is an SS peptide. According to the present invention, the desired SS-31 is produced by efficiently synthesizing a tetrapeptide compound as a precursor of SS-31 and improving the tetrapeptide purity by crystallization.
    Type: Application
    Filed: October 23, 2014
    Publication date: September 15, 2016
    Inventors: Yoshinori Hirai, Akira Nishiyama, Masaru Mitsuda
  • Patent number: 9346850
    Abstract: The present invention is related to a method of producing a peptide, characterized in contacting a reaction mixture with a base after a condensation reaction to hydrolyze while a basic condition is maintained until a ratio of a remaining unreacted active ester of an acid component is decreased to 1% or less in a liquid phase peptide synthesis method. According to the invention, a target peptide of high purity can be simply and efficiently produced by a continuous liquid phase synthesis method. Further, the present invention is related to a method of producing a peptide, characterized in using an amide-type solvent immiscible with water in a liquid phase peptide synthesis method. According to the invention, various peptides can be produced by the liquid phase synthesis method without being restricted by the amino acid sequence of the target peptide.
    Type: Grant
    Filed: March 11, 2014
    Date of Patent: May 24, 2016
    Assignee: KANEKA CORPORATION
    Inventors: Hiroshi Murao, Ken-ichiro Morio, Masaru Mitsuda
  • Publication number: 20140288268
    Abstract: The present invention is related to a method of producing a peptide, characterized in contacting a reaction mixture with a base after a condensation reaction to hydrolyze while a basic condition is maintained until a ratio of a remaining unreacted active ester of an acid component is decreased to 1% or less in a liquid phase peptide synthesis method. According to the invention, a target peptide of high purity can be simply and efficiently produced by a continuous liquid phase synthesis method. Further, the present invention is related to a method of producing a peptide, characterized in using an amide-type solvent immiscible with water in a liquid phase peptide synthesis method. According to the invention, various peptides can be produced by the liquid phase synthesis method without being restricted by the amino acid sequence of the target peptide.
    Type: Application
    Filed: March 11, 2014
    Publication date: September 25, 2014
    Applicant: KANEKA CORPORATION
    Inventors: Hiroshi MURAO, Ken-ichiro MORIO, Masaru MITSUDA
  • Patent number: 8716439
    Abstract: The present invention is related to a method of producing a peptide, characterized in contacting a reaction mixture with a base after a condensation reaction to hydrolyze while a basic condition is maintained until a ratio of a remaining unreacted active ester of an acid component is decreased to 1% or less in a liquid phase peptide synthesis method. According to the invention, a target peptide of high purity can be simply and efficiently produced by a continuous liquid phase synthesis method. Further, the present invention is related to a method of producing a peptide, characterized in using an amide-type solvent immiscible with water in a liquid phase peptide synthesis method. According to the invention, various peptides can be produced by the liquid phase synthesis method without being restricted by the amino acid sequence of the target peptide.
    Type: Grant
    Filed: July 31, 2006
    Date of Patent: May 6, 2014
    Assignee: Kaneka Corporation
    Inventors: Hiroshi Murao, Ken-ichiro Morio, Masaru Mitsuda
  • Patent number: 8383833
    Abstract: The present application relates to a method for producing an optically active ?-amino acid derivative, comprising steps of reacting an ?-haloester derivative represented by the general formula (1): of which alcohol part of the ester group is an optically active alcohol derivative, with an amine compound; then deprotecting the obtained compound; further carrying out an ester exchange reaction. According to the present invention method, it is possible to easily produce an optically active ?-amino acid ester derivative which is useful as an intermediate for drugs with high selectivity.
    Type: Grant
    Filed: June 2, 2009
    Date of Patent: February 26, 2013
    Assignee: Kaneka Corporation
    Inventors: Shohei Yamamoto, Akio Fujii, Masaru Mitsuda
  • Patent number: 8278475
    Abstract: This invention relates to processes for the production of optically active 2-(disubstituted aryl)cyclopropylamine compounds and optically active 2-(disubstituted aryl) cyclopropane carboxamide compounds which are useful intermediates for the preparation of pharmaceutical agents, and in particular the compound [1S-(1?,2?,3?(1S*,2R*),5?]-3-[7-[2-(3,4-difluorophenyl)-cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)-cyclopentane-1,2-diol.
    Type: Grant
    Filed: August 26, 2011
    Date of Patent: October 2, 2012
    Assignee: AstraZeneca AB
    Inventors: Masaru Mitsuda, Tadashi Moroshima, Kentaro Tsukuya, Kazuhiko Watabe, Masahiko Yamada
  • Patent number: 8273883
    Abstract: The objective of the present invention is to produce an optically active 2-arylpiperazine derivative useful as a synthetic intermediate for pharmaceutical products and agricultural chemicals from inexpensive and readily available starting material by an industrially practicable method. The objective can be accomplished by treating an optically active substituted aminodiol derivative produced from an optically active styrene oxide derivative with a sulfonating agent in the presence of a base, and then reacting an amine compound to obtain the 2-arylpiperazine derivative. Especially, an optically active 1-unsubstituted-2-arylpiperazine derivative can be produced by treating an optically active 1-allyl-2-arylpiperazine derivative with water in the presence of a transition metal catalyst for deallylation.
    Type: Grant
    Filed: February 5, 2008
    Date of Patent: September 25, 2012
    Assignee: Kaneka Corporation
    Inventors: Masatoshi Ohnuki, Akira Nishiyama, Masaru Mitsuda
  • Patent number: 8252919
    Abstract: The present invention relates to a method for producing a 2?-hydroxy-protected nucleoside derivative by reacting a ribonucleoside with an acylating or a carbamoylating reagent in the presence of a metal complex consisting of a copper compound and an optically active ligand. By the method according to the present invention, a 2?-hydroxy-protected ribonucleoside derivative, which is an important intermediate for producing an oligonucleoside, can be easily produced with good regioselectivity from a nucleoside derivative of which 2?,3?-hydroxy groups are not protected.
    Type: Grant
    Filed: February 26, 2009
    Date of Patent: August 28, 2012
    Assignee: Kaneka Corporation
    Inventors: Hirofumi Maeda, Akio Fujii, Masaru Mitsuda
  • Patent number: 8207370
    Abstract: It is an objective of the present invention to produce an anti-form of an optically active ?-hydroxy-?-aminocarboxylic acid ester efficiently, simply and industrially advantageously. The objective can be accomplished by directly and selectively producing the anti-form of the optically active ?-hydroxy-?-aminocarboxylic acid ester by asymmetric reduction of a ?-keto-?-aminocarboxylic acid ester using an optically active amine complex as a catalyst. Further, the ?-keto-?-aminocarboxylic acid ester as a raw material can be produced at a high yield by reacting a glycine derivative with a carboxylic acid derivative.
    Type: Grant
    Filed: September 26, 2007
    Date of Patent: June 26, 2012
    Assignee: Kaneka Corporation
    Inventors: Tatsuya Honda, Tatsuyoshi Tanaka, Masaru Mitsuda
  • Publication number: 20120136167
    Abstract: This invention relates to processes for the production of optically active 2-(disubstituted aryl)cyclopropylamine compounds and optically active 2-(disubstituted aryl) cyclopropane carboxamide compounds which are useful intermediates for the preparation of pharmaceutical agents, and in particular the compound [1S-(1?,2?,3?(1S*,2R*),5?]-3-[7-[2-(3,4-difluorophenyl)-cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)-cyclopentane-1,2-diol.
    Type: Application
    Filed: August 26, 2011
    Publication date: May 31, 2012
    Applicant: ASTRAZENECA AB
    Inventors: Masaru Mitsuda, Tadashi Moroshima, Kentaro Tsukuya, Kazuhiko Watabe, Masahiko Yamada
  • Patent number: 8058471
    Abstract: The present invention has its object to provide a method for producing an optically active hydroxycarboxylic acid derivative which is an intermediate important for production of medicines, agrochemicals, chemical products, and so on. The production method of the present invention comprises: carrying out a hydrogen-transfer reduction of a ketocarboxylic acid or a salt thereof by the reaction of an optically active diamine complex to produce an optically active hydroxycarboxylic acid derivative. According to the present invention, it is possible to safely and efficiently produce an industrially-useful optically active hydroxycarboxylic acid derivative.
    Type: Grant
    Filed: August 8, 2007
    Date of Patent: November 15, 2011
    Assignee: Kaneka Corporation
    Inventors: Susumu Amano, Akio Fujii, Shohei Yamamoto, Masaru Mitsuda
  • Patent number: 8026396
    Abstract: This invention relates to processes for the production of optically active 2-(disubstituted aryl)cyclopropylamine compounds and optically active 2-(disubstituted aryl)cyclopropane carboxamide compounds which are useful intermediates for the preparation of pharmaceutical agents, and in particular the compound [1S-(1?,2?,3?(1S*,2R*),5?)]-3-[7-[2-(3,4-difluorophenyl)-cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)-cyclopentane-1,2-diol.
    Type: Grant
    Filed: August 11, 2010
    Date of Patent: September 27, 2011
    Assignee: AstraZeneca AB
    Inventors: Masaru Mitsuda, Tadashi Moroshima, Kentaro Tsukuya, Kazuhiko Watabe, Masahiko Yamada
  • Publication number: 20110166354
    Abstract: The present application relates to a method for producing an optically active ?-amino acid derivative, comprising steps of reacting an ?-haloester derivative represented by the general formula (1): of which alcohol part of the ester group is an optically active alcohol derivative, with an amine compound; then deprotecting the obtained compound; further carrying out an ester exchange reaction. According to the present invention method, it is possible to easily produce an optically active ?-amino acid ester derivative which is useful as an intermediate for drugs with high selectivity.
    Type: Application
    Filed: June 2, 2009
    Publication date: July 7, 2011
    Inventors: Shohei Yamamoto, Akio Fujii, Masaru Mitsuda
  • Patent number: 7947722
    Abstract: The objective of the present invention is to provide an optically active imidazolidinone derivative widely usable for synthesizing an optically active amino acid, a method of easily producing the derivative, and a method of easily producing an optically active amino acid by using the derivative. The objective can be achieved by producing an optically active amino acid using a novel optically active imidazolidinone derivative represented by a general formula (3) and the like. According to the method of the present invention, an optically active imidazolidinone derivative can be obtained by preferential crystallization from a mixture of isomers of the imidazolidinone derivative. Therefore, an optically active amino acid can be easily and stereoselectively produced without cumbersome procedures required for the conventional methods, such as resolution of diastereomers, synthesis from an optically active amino acid and resolution of isomers by silica gel column chromatography.
    Type: Grant
    Filed: May 14, 2007
    Date of Patent: May 24, 2011
    Assignee: Kaneka Corporation
    Inventors: Yasuhiro Saka, Akio Fujii, Kazumi Okuro, Masaru Mitsuda
  • Publication number: 20110009609
    Abstract: The present invention relates to a method for producing a 2?-hydroxy-protected nucleoside derivative by reacting a ribonucleoside with an acylating reagent in the presence of a metal complex consisting of a copper compound and an optically active ligand. By the method according to the present invention, a 2?-hydroxy-protected ribonucleoside derivative, which is an important intermediate for producing an oligonucleoside, can be easily produced with good regioselectivity from a nucleoside derivative of which 2?,3?-hydroxy groups are not protected.
    Type: Application
    Filed: February 26, 2009
    Publication date: January 13, 2011
    Inventors: Hirofumi Maeda, Akio Fujii, Masaru Mitsuda