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).
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Patent number: 9745229Abstract: 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: GrantFiled: February 13, 2015Date of Patent: August 29, 2017Assignee: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Hideki Nara
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Patent number: 9468919Abstract: 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: GrantFiled: November 13, 2015Date of Patent: October 18, 2016Assignee: Takasago International CorporationInventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
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Patent number: 9382280Abstract: 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: GrantFiled: September 26, 2014Date of Patent: July 5, 2016Assignee: TAKASAGO INTERNATIONAL CORPORATIONInventor: Taichiro Touge
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Publication number: 20160067696Abstract: 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: ApplicationFiled: November 13, 2015Publication date: March 10, 2016Inventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
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Patent number: 9217005Abstract: 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: GrantFiled: June 17, 2011Date of Patent: December 22, 2015Assignee: Takasago International CorporationInventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
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Patent number: 9073827Abstract: 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: GrantFiled: April 27, 2012Date of Patent: July 7, 2015Assignee: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
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Patent number: 9000212Abstract: 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: GrantFiled: April 18, 2012Date of Patent: April 7, 2015Assignee: Takasago International CorporationInventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
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Patent number: 8987492Abstract: 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: GrantFiled: October 30, 2014Date of Patent: March 24, 2015Assignee: Takasago International CorporationInventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
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Patent number: 8969609Abstract: 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: GrantFiled: October 30, 2014Date of Patent: March 3, 2015Assignee: Takasago International CorporationInventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
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Patent number: 8901323Abstract: 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: GrantFiled: May 2, 2012Date of Patent: December 2, 2014Assignee: Takasago International CorporationInventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
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Publication number: 20140303374Abstract: 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: ApplicationFiled: April 18, 2012Publication date: October 9, 2014Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
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Publication number: 20140296562Abstract: 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: ApplicationFiled: October 31, 2012Publication date: October 2, 2014Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Shigeru Tanaka, Taichiro Touge, Hideki Nara, Kenya Ishida
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Publication number: 20140051871Abstract: 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: ApplicationFiled: May 2, 2012Publication date: February 20, 2014Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
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Publication number: 20140039220Abstract: 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: ApplicationFiled: April 27, 2012Publication date: February 6, 2014Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
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Publication number: 20130158276Abstract: 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: ApplicationFiled: June 17, 2011Publication date: June 20, 2013Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
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Patent number: 8404879Abstract: There are provided a ruthenium-diamine complex, and methods for selectively producing an optically active alcohol and an optically active amine, which are important as precursors for the synthesis of medicinal drugs and functional materials, using the ruthenium-diamine complex as a catalyst. The invention provides a ruthenium-diamine complex prepared by introducing a trisubstituted silyl group into an aromatic compound (arene) moiety that is coordinated with a ruthenium complex having an optically active diamine as a ligand, a catalyst for asymmetric reduction formed from the ruthenium-diamine complex, and a method for producing an optically active alcohol or an optically active amine using the catalyst.Type: GrantFiled: July 13, 2010Date of Patent: March 26, 2013Assignee: Takasago International CorporationInventors: Taichiro Touge, Hideki Nara
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Patent number: 7932411Abstract: The present invention provides a novel method for simply and efficiently producing a ruthenium aromatic complex which is suitable also as an industrial method. The production method includes reacting a ruthenium aromatic complex with an aromatic compound as a ligand of the ruthenium aromatic complex, In a sealed reaction container at a reaction temperature higher than the boiling point of the aromatic compound to produce a ruthenium aromatic complex having, as a ligand, an aromatic compound having a lower boiling point.Type: GrantFiled: October 30, 2009Date of Patent: April 26, 2011Assignee: Takasago International CorporationInventors: Taichiro Touge, Hideki Nara
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Patent number: 7880025Abstract: The present invention is to provide a ruthenium complex having a novel arene moiety, which has improved solubility in various solvents, and a method for production thereof. The present invention relates to a novel ruthenium complex having an arene moiety, which has a trisubstituted silyl group introduced to the arene moiety, and a method for production thereof.Type: GrantFiled: May 18, 2010Date of Patent: February 1, 2011Assignee: Takasago International CorporationInventors: Taichiro Touge, Hideki Nara, Takahiro Fujiwara
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Publication number: 20110009646Abstract: There are provided a novel ruthenium-diamine complex, and methods for selectively producing an optically active alcohol and an optically active amine, which are important as precursors for the synthesis of medicinal drugs and functional materials, using the ruthenium-diamine complex as a catalyst. A novel ruthenium-diamine complex prepared by introducing a trisubstituted silyl group into an aromatic compound (arene) moiety that is coordinated with a ruthenium complex having an optically active diamine as a ligand, a catalyst for asymmetric reduction formed from the ruthenium-diamine complex, and a method for producing an optically active alcohol or an optically active amine using the catalyst.Type: ApplicationFiled: July 13, 2010Publication date: January 13, 2011Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Hideki Nara
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Publication number: 20100298588Abstract: The present invention is to provide a ruthenium complex having a novel arene moiety, which has improved solubility in various solvents, and a method for production thereof. The present invention relates to a novel ruthenium complex having an arene moiety, which has a trisubstituted silyl group introduced to the arene moiety, and a method for production thereof.Type: ApplicationFiled: May 18, 2010Publication date: November 25, 2010Applicant: Takasago International CorporationInventors: Taichiro Touge, Hideki Nara, Takahiro Fujiwara