Patents by Inventor Taichiro Touge

Taichiro Touge 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).

  • Publication number: 20180264449
    Abstract: Provided is a solid-supported ruthenium complex represented by general formula (1), (2) or (3). Further provided are: a method for manufacturing a reduction product by reducing an organic compound in the presence of the solid-supported ruthenium complex and a hydrogen donor; a method for manufacturing an optically active alcohol, characterized by reducing a carbonyl group in a carbonyl compound in the presence of the solid-supported ruthenium complex and a hydrogen donor; and a method for manufacturing an optically active amine, characterized by reducing an imino group of an imine compound in the presence of the solid-supported ruthenium complex and a hydrogen donor.
    Type: Application
    Filed: October 13, 2015
    Publication date: September 20, 2018
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro TOUGE, Hideki NARA
  • Patent number: 9745229
    Abstract: The present invention pertains to a method for producing an optically active compound which includes a step for reducing an imino group of an imine compound or a step for reducing an unsaturated bond of a heterocyclic compound, while in the presence of hydrogen gas as a hydrogen donor and one or more types of complexes selected from a group consisting of a complex represented by general formula (1), a complex represented by general formula (2), a complex represented by general formula (3), and a complex represented by general formula (4) (the general formulas (1)-(4) are as stipulated by claim 1).
    Type: Grant
    Filed: February 13, 2015
    Date of Patent: August 29, 2017
    Assignee: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Hideki Nara
  • Publication number: 20160347678
    Abstract: The present invention pertains to a method for producing an optically active compound which includes a step for reducing an imino group of an imine compound or a step for reducing an unsaturated bond of a heterocyclic compound, while in the presence of hydrogen gas as a hydrogen donor and one or more types of complexes selected from a group consisting of a complex represented by general formula (1), a complex represented by general formula (2), a complex represented by general formula (3), and a complex represented by general formula (4) (the general formulas (1)-(4) are as stipulated by claim 1).
    Type: Application
    Filed: February 13, 2015
    Publication date: December 1, 2016
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro TOUGE, Hideki NARA
  • Patent number: 9468919
    Abstract: Provided is a catalyst for asymmetric reduction, which can be produced by a convenient and safe production method, has a strong catalytic activity, and has excellent stereoselectivity. The present invention relates to a ruthenium complex represented by the following formula (1): wherein R1 represents an alkyl group or the like; Y represents a hydrogen atom; X represents a halogen atom or the like; j and k each represent 0 or 1; R2 and R3 each represent an alkyl group or the like; R11 to R19 each represent a hydrogen atom, an alkyl group or the like; Z represents oxygen or sulfur; n1 represents 1 or 2; and n2 represents an integer from 1 to 3, a method for producing the ruthenium complex, a catalyst for asymmetric reduction formed from the ruthenium complex, and methods for selectively producing an optically active alcohol and an optically active amine using the catalyst for asymmetric reduction.
    Type: Grant
    Filed: November 13, 2015
    Date of Patent: October 18, 2016
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
  • Patent number: 9382280
    Abstract: The present invention relates to a diamine compound represented by the general formula (1), a ruthenium-diamine complex, an iridium-diamine complex, and a rhodium-diamine complex having the diamine compound as a ligand. Furthermore, the present invention relates to methods for selectively producing optically active compounds by using any of these complexes as a catalyst. wherein R1, R2, R3, X, Y, and Z are as defined in claim 1.
    Type: Grant
    Filed: September 26, 2014
    Date of Patent: July 5, 2016
    Assignee: TAKASAGO INTERNATIONAL CORPORATION
    Inventor: Taichiro Touge
  • Publication number: 20160067696
    Abstract: Provided is a catalyst for asymmetric reduction, which can be produced by a convenient and safe production method, has a strong catalytic activity, and has excellent stereoselectivity. The present invention relates to a ruthenium complex represented by the following formula (1): wherein R1 represents an alkyl group or the like; Y represents a hydrogen atom; X represents a halogen atom or the like; j and k each represent 0 or 1; R2 and R3 each represent an alkyl group or the like; R11 to R19 each represent a hydrogen atom, an alkyl group or the like; Z represents oxygen or sulfur; n1 represents 1 or 2; and n2 represents an integer from 1 to 3, a method for producing the ruthenium complex, a catalyst for asymmetric reduction formed from the ruthenium complex, and methods for selectively producing an optically active alcohol and an optically active amine using the catalyst for asymmetric reduction.
    Type: Application
    Filed: November 13, 2015
    Publication date: March 10, 2016
    Inventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
  • Patent number: 9217005
    Abstract: Provided is a catalyst for asymmetric reduction, which can be produced by a convenient and safe production method, has a strong catalytic activity, and has excellent stereoselectivity. The present invention relates to a ruthenium complex represented by the following formula (1): wherein R1 represents an alkyl group or the like; Y represents a hydrogen atom; X represents a halogen atom or the like; j and k each represent 0 or 1; R2 and R3 each represent an alkyl group or the like; R11 to R19 each represent a hydrogen atom, an alkyl group or the like; Z represents oxygen or sulfur; n1 represents 1 or 2; and n2 represents an integer from 1 to 3, a method for producing the ruthenium complex, a catalyst for asymmetric reduction formed from the ruthenium complex, and methods for selectively producing an optically active alcohol and an optically active amine using the catalyst for asymmetric reduction.
    Type: Grant
    Filed: June 17, 2011
    Date of Patent: December 22, 2015
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
  • Patent number: 9073827
    Abstract: The present invention provides a method for producing a compound represented by general formula (1) (wherein R1, R2, R3, R10-R14, A1-A3, n1 and n2 are as defined in the description), which is characterized by reacting a compound represented by general formula (2) (wherein R10-R14, A1-A3, n1, n2 and B are as defined in the description) with a diamine compound represented by general formula (3) (wherein R1-R3 are as defined in the description). The present invention is a method for producing a diamine compound, which is useful for the formation of a ruthenium-diamine complex, under mild conditions, said method being able to be put in industrial practice.
    Type: Grant
    Filed: April 27, 2012
    Date of Patent: July 7, 2015
    Assignee: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
  • Patent number: 9000212
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Grant
    Filed: April 18, 2012
    Date of Patent: April 7, 2015
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Publication number: 20150094468
    Abstract: The present invention relates to a novel diamine compound represented by the general formula (1), a ruthenium-diamine complex, an iridium-diamine complex, and a rhodium-diamine complex having the diamine compound as a ligand. Furthermore, the present invention relates to methods for selectively producing optically active compounds by using any of these complexes as a catalyst. wherein R1, R2, R3, X, Y, and Z are as defined in claim 1.
    Type: Application
    Filed: September 26, 2014
    Publication date: April 2, 2015
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventor: Taichiro TOUGE
  • Patent number: 8987492
    Abstract: Provided is a ruthenium complex that is represented by general formula (1*) and is useful as an asymmetric reduction catalyst. (In the formula, * is an asymmetric carbon atom; R1 is an arenesulfonyl group, and the like; R2 and R3 are a phenyl group, and the like; R10 through R14 are selected from a hydrogen atom, C1-10 alkyl group, and the like, but R10 through R14 are not simultaneously hydrogen atoms; X is a halogen atom and the like; j and k are each either 0 or 1; and j+k is 0 or 2.
    Type: Grant
    Filed: October 30, 2014
    Date of Patent: March 24, 2015
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
  • Patent number: 8969609
    Abstract: Provided is a ruthenium complex that is represented by general formula (1*) and is useful as an asymmetric reduction catalyst. (In the formula, * is an asymmetric carbon atom; R1 is an arenesulfonyl group, and the like; R2 and R3 are a phenyl group, and the like; R10 through R14 are selected from a hydrogen atom, C1-10 alkyl group, and the like, but R10 through R14 are not simultaneously hydrogen atoms; X is a halogen atom and the like; j and k are each either 0 or 1; and j+k is 0 or 2.
    Type: Grant
    Filed: October 30, 2014
    Date of Patent: March 3, 2015
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
  • Publication number: 20150051415
    Abstract: Provided is a ruthenium complex that is represented by general formula (1*) and is useful as an asymmetric reduction catalyst. (In the formula, * is an asymmetric carbon atom; R1 is an arenesulfonyl group, and the like; R2 and R3 are a phenyl group, and the like; R10 through R14 are selected from a hydrogen atom, C1-10 alkyl group, and the like, but R10 through R14 are not simultaneously hydrogen atoms; X is a halogen atom and the like; j and k are each either 0 or 1; and j+k is 0 or 2.
    Type: Application
    Filed: October 30, 2014
    Publication date: February 19, 2015
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro TOUGE, Tomohiko HAKAMATA, Hideki NARA
  • Publication number: 20150051417
    Abstract: Provided is a ruthenium complex that is represented by general formula (1*) and is useful as an asymmetric reduction catalyst. (In the formula, * is an asymmetric carbon atom; R1 is an arenesulfonyl group, and the like; R2 and R3 are a phenyl group, and the like; R13 through R14 are selected from a hydrogen atom, C1-10 alkyl group, and the like, but R13 through R14 are not simultaneously hydrogen atoms; X is a halogen atom and the like; j and k are each either 0 or 1; and j+k is 0 or 2.
    Type: Application
    Filed: October 30, 2014
    Publication date: February 19, 2015
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro TOUGE, Tomohiko HAKAMATA, Hideki NARA
  • Patent number: 8901323
    Abstract: Provided is a ruthenium complex that is represented by general formula (1*) and is useful as an asymmetric reduction catalyst. (In the formula, * is an asymmetric carbon atom; R1 is an arenesulfonyl group, and the like; R2 and R3 are a phenyl group, and the like; R10 through R14 are selected from a hydrogen atom, C1-10 alkyl group, and the like, but R10 through R14 are not simultaneously hydrogen atoms; X is a halogen atom and the like; j and k are each either 0 or 1; and j+k is 0 or 2.
    Type: Grant
    Filed: May 2, 2012
    Date of Patent: December 2, 2014
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
  • Publication number: 20140303374
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Application
    Filed: April 18, 2012
    Publication date: October 9, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Publication number: 20140296562
    Abstract: The present invention relates to a novel method for producing an optically active ?-hydroxy-?-aminocarboxylic acid ester, the method comprising performing an asymmetric reduction reaction of a ?-keto-?-aminocarboxylic acid ester by use of a ruthenium complex as a catalyst.
    Type: Application
    Filed: October 31, 2012
    Publication date: October 2, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Shigeru Tanaka, Taichiro Touge, Hideki Nara, Kenya Ishida
  • Publication number: 20140051871
    Abstract: Provided is a ruthenium complex that is represented by general formula (1*) and is useful as an asymmetric reduction catalyst. (In the formula, * is an asymmetric carbon atom; R1 is an arenesulfonyl group, and the like; R2 and R3 are a phenyl group, and the like; R10 through R14 are selected from a hydrogen atom, C1-10 alkyl group, and the like, but R10 through R14 are not simultaneously hydrogen atoms; X is a halogen atom and the like; j and k are each either 0 or 1; and j+k is 0 or 2.
    Type: Application
    Filed: May 2, 2012
    Publication date: February 20, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
  • Publication number: 20140039220
    Abstract: The present invention provides a method for producing a compound represented by general formula (1) (wherein R1, R2, R3, R10-R14, A1-A3, n1 and n2 are as defined in the description), which is characterized by reacting a compound represented by general formula (2) (wherein R10-R14, A1-A3, n1, n2 and B are as defined in the description) with a diamine compound represented by general formula (3) (wherein R1-R3 are as defined in the description). The present invention is a method for producing a diamine compound, which is useful for the formation of a ruthenium-diamine complex, under mild conditions, said method being able to be put in industrial practice.
    Type: Application
    Filed: April 27, 2012
    Publication date: February 6, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
  • Publication number: 20130158276
    Abstract: Provided is a catalyst for asymmetric reduction, which can be produced by a convenient and safe production method, has a strong catalytic activity, and has excellent stereoselectivity. The present invention relates to a ruthenium complex represented by the following formula (1): wherein R1 represents an alkyl group or the like; Y represents a hydrogen atom; X represents a halogen atom or the like; j and k each represent 0 or 1; R2 and R3 each represent an alkyl group or the like; R11 to R19 each represent a hydrogen atom, an alkyl group or the like; Z represents oxygen or sulfur; n1 represents 1 or 2; and n2 represents an integer from 1 to 3, a method for producing the ruthenium complex, a catalyst for asymmetric reduction formed from the ruthenium complex, and methods for selectively producing an optically active alcohol and an optically active amine using the catalyst for asymmetric reduction.
    Type: Application
    Filed: June 17, 2011
    Publication date: June 20, 2013
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada