Patents by Inventor Takako Yamazaki
Takako Yamazaki 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: 10793540Abstract: The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing diol compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step).Type: GrantFiled: September 5, 2019Date of Patent: October 6, 2020Assignee: Central Glass Company, LimitedInventors: Takashi Kashiwaba, Takako Yamazaki, Shoko Ishii, Shunsuke Mimura, Masanori Fushimi, Ryuichi Okamoto, Haruki Kobayashi, Manabu Yasumoto
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Publication number: 20190389831Abstract: The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing diol compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step).Type: ApplicationFiled: September 5, 2019Publication date: December 26, 2019Inventors: Takashi KASHIWABA, Takako YAMAZAKI, Shoko ISHII, Shunsuke MIMURA, Masanori FUSHIMI, Ryuichi OKAMOTO, Haruki KOBAYASHI, Manabu YASUMOTO
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Patent number: 10450291Abstract: The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing dial compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step).Type: GrantFiled: June 24, 2016Date of Patent: October 22, 2019Assignee: Central Glass Company, LimitedInventors: Takashi Kashiwaba, Takako Yamazaki, Shoko Ishii, Shunsuke Mimura, Masanori Fushimi, Ryuichi Okamoto, Haruki Kobayashi, Manabu Yasumoto
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Patent number: 10273200Abstract: Disclosed is a practical method for production of 3,3-difluoro-2-hydroxypropionic acid, which is important as pharmaceutical and agrichemical intermediates. The method includes forming a 4,4-difluoro-2,2-dichloro-3-oxobutanoic acid ester by reaction of a 4,4-difluoro-3-oxobutanoic acid ester with chlorine (Cl2), forming 3,3-difluoro-1,1-dichloro-2-propanone by reaction of the chlorination product with an acid, and then, reacting the degradation product with a basic aqueous solution.Type: GrantFiled: March 15, 2016Date of Patent: April 30, 2019Assignee: Central Glass Company, LimitedInventors: Takako Yamazaki, Ryuichi Okamoto, Akihiro Ishii
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Publication number: 20180186763Abstract: The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing dial compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step).Type: ApplicationFiled: June 24, 2016Publication date: July 5, 2018Inventors: Takashi KASHIWABA, Takako YAMAZAKI, Shoko ISHII, Shunsuke MIMURA, Masanori FUSHIMI, Ryuichi OKAMOTO, Haruki KOBAYASHI, Manabu YASUMOTO
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Publication number: 20180050976Abstract: It is possible to produce a fluorine-containing ?-ketocarboxylic ester hydrate by reacting a fluorine-containing ?-hydroxycarboxylic ester with sodium hypochlorite or calcium hypochlorite of 21 mass % or greater in mass percentage of composition. Furthermore, it is possible to produce a fluorine-containing ?-ketocarboxylic ester by reacting the hydrate with a dehydrating agent. Furthermore, it is possible to produce a fluorine-containing ?-ketocarboxylic ester hemiketal by reacting the fluorine-containing ?-ketocarboxylic ester hydrate with a lower alcohol or a trialkyl orthocarboxylate. Moreover, it is possible to produce a fluorine-containing ?-ketocarboxylic ester by reacting the hemiketal with a dealcoholization agent.Type: ApplicationFiled: January 22, 2016Publication date: February 22, 2018Inventors: Shoko ISHII, Takako YAMAZAKI, Takashi KASHIWABA, Ryuichi OKAMOTO, Akihiro ISHII
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Publication number: 20180037533Abstract: Disclosed is a practical method for production of 3,3-difluoro-2-hydroxypropionic acid, which is important as pharmaceutical and agrichemical intermediates. The method includes forming a 4,4-difluoro-2,2-dichloro-3-oxobutanoic acid ester by reaction of a 4,4-difluoro-3-oxobutanoic acid ester with chlorine (Cl2), forming 3,3-difluoro-1,1-dichloro-2-propanone by reaction of the chlorination product with an acid, and then, reacting the degradation product with a basic aqueous solution.Type: ApplicationFiled: March 15, 2016Publication date: February 8, 2018Inventors: Takako YAMAZAKI, Ryuichi OKAMOTO, Akihiro ISHII
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Patent number: 9040745Abstract: A production process of a fluorosulfuric acid aromatic-ring ester according to the present invention includes reaction of an aromatic-ring hydroxyl compound with sulfuryl fluoride (SO2F2) in the presence of a tertiary amine except pyridine and methylpyridine. The sulfuryl fluoride, used as the reactant in the production process according to the present invention, is widely adapted as a fumigant and is easily available on a large scale. Further, the target compound can be obtained rapidly with a high yield under moderate reaction conditions in the production process according to the present invention. In this way, all of the prior art problems can be solved in the production process according to the present invention. The production process according to the present invention is thus particularly useful for industrial production of the fluorosulfuric acid aromatic-ring ester.Type: GrantFiled: June 15, 2012Date of Patent: May 26, 2015Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takehisa Ishimaru, Takako Yamazaki, Manabu Yasumoto
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Publication number: 20140114088Abstract: A production process of a fluorosulfuric acid aromatic-ring ester according to the present invention includes reaction of an aromatic-ring hydroxyl compound with sulfuryl fluoride (SO2F2) in the presence of a tertiary amine except pyridine and methylpyridine. The sulfuryl fluoride, used as the reactant in the production process according to the present invention, is widely adapted as a fumigant and is easily available on a large scale. Further, the target compound can be obtained rapidly with a high yield under moderate reaction conditions in the production process according to the present invention. In this way, all of the prior art problems can be solved in the production process according to the present invention. The production process according to the present invention is thus particularly useful for industrial production of the fluorosulfuric acid aromatic-ring ester.Type: ApplicationFiled: June 15, 2012Publication date: April 24, 2014Applicant: Central Glass Company, LimitedInventors: Akihiro Ishii, Takehisa Ishimaru, Takako Yamazaki, Manabu Yasumoto
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Patent number: 8653295Abstract: An ?-trifluoromethyl-?,?-unsaturated ester can be produced by reacting an ?-trifluoromethyl-?-hydroxy ester with sulfuryl fluoride (SO2F2) in the presence of an organic base. It is preferable that the raw substrate has a hydrogen atom as one ?-position substituent group and either an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an aromatic ring group or a substituted aromatic ring group as the other ?-position substituent group. It is more preferable that an ester moiety of the raw substrate is an alkyl ester. This raw substrate is readily available. Further, the desired reaction can proceed favorably with the use of this raw substrate. It is also preferable to use either 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the organic base. The desired reaction can proceed more favorably with the use of this organic base.Type: GrantFiled: September 24, 2009Date of Patent: February 18, 2014Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Manabu Yasumoto, Takako Yamazaki, Kaori Mogi, Kazunori Mori, Takashi Masuda
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Patent number: 8524913Abstract: ?-Trifluoromethyl-?-substituted-?-amino acids can be produced by allowing ?-trifluoromethyl-?-substituted-?,?-unsaturated esters to react with hydroxylamine to convert ?-trifluoromethyl-?-substituted-?,?-unsaturated esters into dehydrogenated closed-ring body of ?-trifluoromethyl-?-substituted-?-amino acid, and by hydrogenolyzing the dehydrogenated closed-ring body. According to this production process, novel ?-trifluoromethyl-?-substituted-?-amino acids which are free amino acids whose functional groups are not protected can be produced, in which ?-position substituent is not limited to aromatic ring group or substituted aromatic ring group while the relative stereochemistry of ?-position and ?-position can be also controlled.Type: GrantFiled: August 27, 2009Date of Patent: September 3, 2013Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Manabu Yasumoto, Takako Yamazaki, Kaori Mogi, Takashi Masuda
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Patent number: 8450520Abstract: According to the present invention, there is provided a production process of a 2-fluoroacrylic ester including: a bromination step of converting a 2-fluoropropionic ester to a 2-bromo-2-fluoropropionic ester by reaction of the 2-fluoropropionic ester with a nitrogen-bromine bond-containing brominating agent in the presence of a radical initiator; and a dehydrobromination step of reacting the 2-bromo-2-fluoropropionic ester with a base. It is not necessary in this process to adopt very-low-temperature conditions and to use a stoichiometric amount of expensive reagent. The target 2-fluoroacrylic ester can be thus produced at low cost.Type: GrantFiled: March 23, 2010Date of Patent: May 28, 2013Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takako Yamazaki, Hideyuki Tsuruta, Satoru Miyazawa, Michitaka Ootani, Takashi Ootsuka, Mikihiro Takahashi, Masataka Fujimoto
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Patent number: 8426645Abstract: Disclosed is a process for producing a protected optically active fluoroamine, which comprises the step of reacting an imine-protected optically active hydroxyamine, an oxazolidine-protected optically active hydroxyamine, or a mixture of the imine-protected optically active hydroxyamine and the oxazolidine-protected optically active hydroxyamine, with sulfuryl fluoride (SO2F2) in the presence of a tertiary amine having a carbon number of 7 to 18 (produced by substituting all of three hydrogen atoms in ammonia by alkyl groups). The desired optically active fluoroamine can be produced by hydrolyzing the protected optically active fluoroamine under acidic conditions.Type: GrantFiled: January 27, 2009Date of Patent: April 23, 2013Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takako Yamazaki, Manabu Yasumoto
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Patent number: 8217196Abstract: By reacting a ?-hydroxy-?-amino acid with sulfuryl fluoride (SO2F2) in the presence of an organic base, it is possible to produce an ?-fluoro-?-amino acid of the formula [2]. By using a C8-12 tertiary amine having two or more alkyl groups of C3 or higher, and especially diisopropylethylamine, as the organic base, by-production of quantery ammonium salts is effectively suppressed. By applying the production process of the present invention, it is possible to very easily produce (2R)-3-(dibenzylamino)-2-fluoropropionic acid methyl ester, which is extremely important as a pharmaceutical intermediate, with high positional selectivity even on an industrial scale.Type: GrantFiled: April 21, 2009Date of Patent: July 10, 2012Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takako Yamazaki, Manabu Yasumoto, Takashi Masuda, Hideyuki Tsuruta
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Publication number: 20120059187Abstract: According to the present invention, there is provided a production process of a 2-fluoroacrylic ester including: a bromination step of converting a 2-fluoropropionic ester to a 2-bromo-2-fluoropropionic ester by reaction of the 2-fluoropropionic ester with a nitrogen-bromine bond-containing brominating agent in the presence of a radical initiator; and a dehydrobromination step of reacting the 2-bromo-2-fluoropropionic ester with a base. It is not necessary in this process to adopt very-low-temperature conditions and to use a stoichiometric amount of expensive reagent. The target 2-fluoroacrylic ester can be thus produced at low cost.Type: ApplicationFiled: March 23, 2010Publication date: March 8, 2012Applicant: Central Glass Company, LimitedInventors: Akihiro Ishii, Takako Yamazaki, Hideyuki Tsuruta, Satoru Miyazawa, Michitaka Ootani, Takashi Ootsuka, Mikihiro Takahashi, Masataka Fujimoto
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Publication number: 20110160477Abstract: An ?-trifluoromethyl-?,?-unsaturated ester can be produced by reacting an ?-trifluoromethyl-?-hydroxy ester with sulfuryl fluoride (SO2F2) in the presence of an organic base. It is preferable that the raw substrate has a hydrogen atom as one ?-position substituent group and either an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an aromatic ring group or a substituted aromatic ring group as the other ?-position substituent group. It is more preferable that an ester moiety of the raw substrate is an alkyl ester. This raw substrate is readily available. Further, the desired reaction can proceed favorably with the use of this raw substrate. It is also preferable to use either 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the organic base. The desired reaction can proceed more favorably with the use of this organic base.Type: ApplicationFiled: September 24, 2009Publication date: June 30, 2011Applicant: Central Glass Company ,LimitedInventors: Akihiro Ishii, Manabu Yasumoto, Takako Yamazaki, Kaori Mogi, Kazunori Mori, Takashi Masuda
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Publication number: 20110152536Abstract: ?-Trifluoromethyl-?-substituted-?-amino acids can be produced by allowing ?-trifluoromethyl-?-substituted-?,?-unsaturated esters to react with hydroxylamine to convert ?-trifluoromethyl-?-substituted-?,?-unsaturated esters into dehydrogenated closed-ring body of ?-trifluoromethyl-?-substituted-?-amino acid, and by hydrogenolyzing the dehydrogenated closed-ring body. According to this production process, novel ?-trifluoromethyl-?-substituted-?-amino acids which are free amino acids whose functional groups are not protected can be produced, in which ?-position substituent is not limited to aromatic ring group or substituted aromatic ring group while the relative stereochemistry of ?-position and ?-position can be also controlled.Type: ApplicationFiled: August 27, 2009Publication date: June 23, 2011Applicant: Central Glass Company, LimitedInventors: Akihiro Ishii, Manabu Yasumoto, Takako Yamazaki, Kaori Mogi, Takashi Masuda
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Publication number: 20110034732Abstract: Disclosed is a process for producing a protected optically active fluoroamine, which comprises the step of reacting an imine-protected optically active hydroxyamine, an oxazolidine-protected optically active hydroxyamine, or a mixture of the imine-protected optically active hydroxyamine and the oxazolidine-protected optically active hydroxyamine, with sulfuryl fluoride (SO2F2) in the presence of a tertiary amine having a carbon number of 7 to 18 (produced by substituting all of three hydrogen atoms in ammonia by alkyl groups). The desired optically active fluoroamine can be produced by hydrolyzing the protected optically active fluoroamine under acidic conditions.Type: ApplicationFiled: January 27, 2009Publication date: February 10, 2011Applicant: Central Glass Company, LimitedInventors: Akihiro Ishii, Takako Yamazaki, Manabu Yasumoto
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Publication number: 20110015428Abstract: By reacting a ?-hydroxy-?-amino acid with sulfuryl fluoride (SO2F2) in the presence of an organic base, it is possible to produce an ?-fluoro-?-amino acid of the formula [2]. By using a C8-12 tertiary amine having two or more alkyl groups of C3 or higher, and especially diisopropylethylamine, as the organic base, by-production of quantery ammonium salts is effectively suppressed. By applying the production process of the present invention, it is possible to very easily produce (2R)-3-(dibenzylamino)-2-fluoropropionic acid methyl ester, which is extremely important as a pharmaceutical intermediate, with high positional selectivity even on an industrial scale.Type: ApplicationFiled: April 21, 2009Publication date: January 20, 2011Applicant: Central Glass Company, LimitedInventors: Akihiro Ishii, Takako Yamazaki, Manabu Yasumoto, Takashi Masuda, Hideyuki Tsuruta