Patents by Inventor Masanobu Yatagai
Masanobu Yatagai 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: 8318975Abstract: The present invention provides a method for producing a phenylalanine derivative(s) having a quinazolinedione ring of formula (5), including steps comprising of reacting an acylphenylalanine derivative(s) of formula (1) with a carbonyl group-introducing reagent(s) and a derivative(s) of anthranilic acid to form an asymmetric urea intermediate(s); making the asymmetric urea intermediate(s) into a quinazolinedione compound(s) of formula (4) in the presence of a base(s); and N-alkylating quinazolinedione ring amide of the obtained quinazolinedione compounds with N-alkylation agents. This production method is an industrially applicable method for producing phenylalanine derivatives having a quinazolinedione skeleton, which are compounds highly useful as drugs having ? 4 integrin inhibiting activity.Type: GrantFiled: April 23, 2010Date of Patent: November 27, 2012Assignee: Ajinomoto Co., Inc.Inventors: Noriyasu Kataoka, Akinori Tatara, Masanobu Yatagai, Junko Yamanaka
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Publication number: 20100204505Abstract: The present invention provides a method for producing a phenylalanine derivative(s) having a quinazolinedione ring of formula (5), including steps comprising of reacting an acylphenylalanine derivative(s) of formula (1) with a carbonyl group-introducing reagent(s) and a derivative(s) of anthranilic acid to form an asymmetric urea intermediate(s); making the asymmetric urea intermediate(s) into a quinazolinedione compound(s) of formula (4) in the presence of a base(s); and N-alkylating quinazolinedione ring amide of the obtained quinazolinedione compounds with N-alkylation agents. This production method is an industrially applicable method for producing phenylalanine derivatives having a quinazolinedione skeleton, which are compounds highly useful as drugs having ? 4 integrin inhibiting activity.Type: ApplicationFiled: April 23, 2010Publication date: August 12, 2010Applicant: AJINOMOTO CO. INCInventors: Noriyasu Kataoka, Akinori Tatara, Masanobu Yatagai, Junko Yamanaka
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Patent number: 7737274Abstract: The present invention provides a method for producing a phenylalanine derivative(s) having a quinazolinedione ring of formula (5), including steps comprising of reacting an acylphenylalanine derivative(s) of formula (1) with a carbonyl group-introducing reagent(s) and a derivative(s) of anthranilic acid to form an asymmetric urea intermediate(s); making the asymmetric urea intermediate(s) into a quinazolinedione compound(s) of formula (4) in the presence of a base(s); and N-alkylating quinazolinedione ring amide of the obtained quinazolinedione compounds with N-alkylation agents. This production method is an industrially applicable method for producing phenylalanine derivatives having a quinazolinedione skeleton, which are compounds highly useful as drugs having ? 4 integrin inhibiting activity.Type: GrantFiled: August 22, 2005Date of Patent: June 15, 2010Assignee: Ajinomoto Co., Inc.Inventors: Noriyasu Kataoka, Akinori Tatara, Masanobu Yatagai, Junko Yamanaka
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Patent number: 7592480Abstract: The invention provides a process for producing optically active 2,2-dimethylcyclopropanecarboxylic acid by reacting an optical isomer mixture of 2,2-dimethylcyclopropanecarboxylic acid with an optically inactive amine to form (precipitate, crystallize or the like) an ammonium salt of optically active 2,2-dimethylcyclopropanecarboxylic acid, for example, optically active (S)-(+)-2,2-dimethylcyclopropanecarboxylic acid. The production (optical resolution, separation of an optically active substance, purification of an optically active substance or the like) of optically active 2,2-dimethylcyclopropanecarboxylic acid which is important as an intermediate for production of agricultural chemicals, medications and the like can easily be conducted at low cost.Type: GrantFiled: September 7, 2004Date of Patent: September 22, 2009Assignee: Ajinomoto Co., Inc.Inventors: Masanobu Yatagai, Masafumi Minomura, Shigekatsu Tsuchiya
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Patent number: 7427688Abstract: The present invention provides a production method including reacting a diphenylmethylene halide compound represented by the following formula (1) with a malonic acid diester compound represented by the following formula (2) in an organic solvent selected from N-methyl-2-pyrrolidone, N-ethyl-2-pyrrolidone and N,N-dimethylformamide, in the presence of a base selected from an alkali metal hydride and an alkali metal t-butoxide to give a diester compound represented by the following formula (3), and then subjecting the diester compound to hydrolysis and decarboxylation to give a diphenylalanine compound represented by the following formula (4). According to the present invention, diphenylalanine compound (4) can be obtained industrially advantageously in a high yield. wherein each symbol is as defined in the specification.Type: GrantFiled: May 10, 2006Date of Patent: September 23, 2008Assignee: Ajinomoto Co., Inc.Inventors: Takayuki Hamada, Masanobu Yatagai
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Patent number: 7321055Abstract: Optically active diphenylalanine compounds may be conveniently prepared in a good yield by reacting a diphenylalanine compound represented by formula (1) with an optically active amine compound represented by formula (2) in the presence of an organic solvent to give a diastereomeric salt represented by formula (5) and then treating the diastereomeric salt under acidic conditions to give an optically active diphenylalanine compound represented by formula (3): wherein each symbol is as defined in the specification.Type: GrantFiled: August 4, 2006Date of Patent: January 22, 2008Assignee: Ajinomoto Co., Inc.Inventors: Takayuki Hamada, Masayuki Oshita, Masanobu Yatagai
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Publication number: 20070129443Abstract: Highly pure (2R,3S)-3-tert-butoxycarbonylamino-1-chloro-2-hydroxy-4-phenylbutane or (2S,3R)-3-tert-butoxycarbonylamino-1-chloro-2-hydroxy-4-phenylbutane may be conveniently produced in high yield by: (a) reacting compound (1) with lithiumchloromethane to give compound (2) and at least a byproduct; (b) dissolving compound (2) and the byproduct in a polar solvent and adding water to the solution to precipitate compound (2) as crystals; (c) reducing the crystals of compound (2) to give compound (3) and at least its diastereomer as an impurity; (d) adding sulfuric acid thereto to give compound (4) and at least its diastereomer as an impurity; and (e) precipitating compound (4) as crystals from a solution containing acetic acid ester or acetic acid ester.Type: ApplicationFiled: October 18, 2006Publication date: June 7, 2007Applicant: AJINOMOTO CO., INC.Inventors: Yasuyuki Otake, Naoko Hirose, Masanobu Yatagai
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Patent number: 7217835Abstract: The present invention relates to a method of producing a compound represented by the formula [I] or a salt thereof, which comprises reacting a compound represented by the formula [II] or a salt thereof with a compound represented by the formula [III] or a salt thereof, in the presence of a base, in alcohol, and provides a production method of an O-substituted tyrosine compound, which is superior in productivity, versatility and safety, and economically and industrially useful: wherein each symbol is as defined in the specification.Type: GrantFiled: September 10, 2004Date of Patent: May 15, 2007Assignee: Ajinomoto Co., Inc.Inventors: Takayuki Hamada, Masanobu Yatagai
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Publication number: 20070032658Abstract: Optically active diphenylalanine compounds may be conveniently prepared in a good yield by reacting a diphenylalanine compound represented by formula (1) with an optically active amine compound represented by formula (2) in the presence of an organic solvent to give a diastereomeric salt represented by formula (5) and then treating the diastereomeric salt under acidic conditions to give an optically active diphenylalanine compound represented by formula (3): wherein each symbol is as defined in the specification.Type: ApplicationFiled: August 4, 2006Publication date: February 8, 2007Applicant: Ajinomoto Co., Inc.Inventors: Takayuki Hamada, Masayuki Oshita, Masanobu Yatagai
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Publication number: 20060270869Abstract: The present invention provides a production method including reacting a diphenylmethylene halide compound represented by the following formula (1) with a malonic acid diester compound represented by the following formula (2) in an organic solvent selected from N-methyl-2-pyrrolidone, N-ethyl-2-pyrrolidone and N,N-dimethylformamide, in the presence of a base selected from an alkali metal hydride and an alkali metal t-butoxide to give a diester compound represented by the following formula (3), and then subjecting the diester compound to hydrolysis and decarboxylation to give a diphenylalanine compound represented by the following formula (4). According to the present invention, diphenylalanine compound (4) can be obtained industrially advantageously in a high yield. wherein each symbol is as defined in the specification.Type: ApplicationFiled: May 10, 2006Publication date: November 30, 2006Applicant: Ajinomoto Co., Inc.Inventors: Takayuki Hamada, Masanobu Yatagai
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Publication number: 20060270857Abstract: An optically active compound (I) is reacted with compound (II) to give optically active compound (III), which is subjected to alkali hydrolysis and deprotection when R1 is alkyl: wherein X is a chlorine atom and the like, and R1, R2 and R3 are each an alkyl group and the like, or racemic compound (I) is reacted with compound (II) to give racemic compound (III), which is asymmetrically hydrolyzed by an enzyme to perform optical resolution, and subjected to alkali hydrolysis and deprotection: wherein X is a chlorine atom and the like and R1, R2 and R3 are each an alkyl group and the like.Type: ApplicationFiled: May 5, 2006Publication date: November 30, 2006Applicant: Ajinomoto Co., Inc.Inventors: Takayuki Hamada, Masanobu Yatagai
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Publication number: 20060009476Abstract: The present invention provides a method for producing a phenylalanine derivative(s) having a quinazolinedione ring of formula (5), including steps comprising of reacting an acylphenylalanine derivative(s) of formula (1) with a carbonyl group-introducing reagent(s) and a derivative(s) of anthranilic acid to form an asymmetric urea intermediate(s); making the asymmetric urea intermediate(s) into a quinazolinedione compound(s) of formula (4) in the presence of a base(s); and N-alkylating quinazolinedione ring amide of the obtained quinazolinedione compounds with N-alkylation agents. This production method is an industrially applicable method for producing phenylalanine derivatives having a quinazolinedione skeleton, which are compounds highly useful as drugs having ? 4 integrin inhibiting activity.Type: ApplicationFiled: August 22, 2005Publication date: January 12, 2006Applicant: AJINOMOTO CO. INCInventors: Noriyasu Kataoka, Akinori Tatara, Masanobu Yatagai, Junko Yamanaka
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Publication number: 20050283021Abstract: The present invention relates to a method of producing a compound represented by the formula [I] or a salt thereof, which comprises reacting a compound represented by the formula [II] or a salt thereof with a compound represented by the formula [III] or a salt thereof, in the presence of a base, in alcohol, and provides a production method of an O-substituted tyrosine compound, which is superior in productivity, versatility and safety, and economically and industrially useful: wherein each symbol is as defined in the specification.Type: ApplicationFiled: September 10, 2004Publication date: December 22, 2005Applicant: AJINOMOTO, CO., INC.Inventors: Takayuki Hamada, Masanobu Yatagai
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Patent number: 6930205Abstract: The present invention relates to a novel process for preparing an aminostilbene derivative, which is important as an active component of anticancer drugs or an intermediate for preparation thereof, as well as methods of producing the same.Type: GrantFiled: December 22, 2003Date of Patent: August 16, 2005Assignee: Ajinomoto Co., Inc.Inventors: Takashi Yamamoto, Hiroyuki Matsueda, Masaki Naito, Isao Arai, Masanobu Yatagai
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Publication number: 20050065368Abstract: The invention provides a process for producing optically active 2,2-dimethylcyclopropanecarboxylic acid by reacting an optical isomer mixture of 2,2-dimethylcyclopropanecarboxylic acid with an optically inactive amine to form (precipitate, crystallize or the like) an ammonium salt of optically active 2,2-dimethylcyclopropanecarboxylic acid, for example, optically active (S)-(+)-2,2-dimethylcyclopropanecarboxylic acid. The production (optical resolution, separation of an optically active substance, purification of an optically active substance or the like) of optically active 2,2-dimethylcyclopropanecarboxylic acid which is important as an intermediate for production of agricultural chemicals, medications and the like can easily be conducted at low cost.Type: ApplicationFiled: September 7, 2004Publication date: March 24, 2005Inventors: Masanobu Yatagai, Masafumi Minomura, Shigekatsu Tsuchiya
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Publication number: 20040176642Abstract: The present invention relates to a novel process for preparing an aminostilbene derivative, which is important as an active component of anticancer drugs or an intermediate for preparation thereof, as well as methods of producing the same.Type: ApplicationFiled: December 22, 2003Publication date: September 9, 2004Applicant: AJINOMOTO CO. INCInventors: Takashi Yamamoto, Hiroyuki Matsueda, Masaki Naito, Isao Arai, Masanobu Yatagai
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Patent number: 6620916Abstract: The present invention relates to a modified physiologically active protein, modified physiologically active proteins produced by the process and pharmaceutical compositions containing the same.Type: GrantFiled: September 25, 1998Date of Patent: September 16, 2003Assignee: Ajinomoto Co., Inc.Inventors: Yoshiyuki Takahara, Haruya Sato, Eiko Hayashi, Masanobu Yatagai, Manabu Suzuki, Tomoyuki Tabata, Chieko Ejima
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Publication number: 20020133004Abstract: A process for producing a 5-substituted-5,11-dihydro-debenzo [b,e] [1,4] oxazepine compound, wherein a [2-(2-bromobenzyloxy)phenyl]amide derivative having a substituent introduced through amido bond, the substituent locating at the 5-position of the final compound, as the starting material, is subjected to the intramolecular arylation and then the obtained product is reduced. In particular, (R)-1-[(4-methoxyphenyl)acetyl]pyrrolidine-2-carboxylic acid [2-(2-bromo benzyloxy)phenyl]amide is subjected to the intramolecular arylation to obtain (R)-[[2-(5,11-dihydro-dibenzo[b,e][1,4]oxazepine-5-carbonyl)pyrrolidin]-1-yl]-2-(4-methoxyphenyl)ethanone and then this product is reduced.Type: ApplicationFiled: March 4, 2002Publication date: September 19, 2002Applicant: AJINOMOTO CO. INCInventors: Takaaki Sekiyama, Toshihiro Matsuzawa, Takashi Yamamoto, Masanobu Yatagai, Junko Ezaki
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Patent number: 6346610Abstract: An industrially suitable process for preparing V-28-3M useful as an antimycotic agent by conducting methyl esterification of V-28-3 efficiently. V-28-2 is efficiently converted into V-28-3M by protecting the amino group of the amino sugar of V-28-3 with an appropriate protecting group, subjecting the carboxyl group of V-28-3 to methyl esterification with methyl methanesulfonate or methyl p-toluenesulfonate in the presence of a base, and deprotecting the N-protected intermediate.Type: GrantFiled: December 3, 1999Date of Patent: February 12, 2002Assignee: Ajinomoto Co., Ltd.Inventors: Noriyasu Kataoka, Kenzo Tanaka, Masanobu Yatagai
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Patent number: 6172224Abstract: A process for purifying 2-amino-6-chloro-9-[(1′S,2′R)-1′,2′-bis(hydroxymethyl) cycdopropane-1′-yl]methylpurine represented by the following formula (5) comprises the step of selectively isolating 2-amino-6-chloro-9-[(1′S,2′R)-1′,2′-bis(hydroxymethyl) cyclopropane-1′-yl]methylpurine from a mixture of 2-amino-6-chloro-9-[(1′S,2′R)-1′,2′-bis(hydroxymethyl)cyclopropane-1′-yl]methylpurine and 2-amino-6-chloro-7-[(1′S,2′R)-1′,2′-bis(hydroxymethyl)cyclopropane-1′-yl]methylpurine represented by the following formula (6) by the crystallization. This process has a satisfactory medicinal quality on an industrial scale without necessitating complicated operations such as chromatographic purification.Type: GrantFiled: March 8, 1999Date of Patent: January 9, 2001Assignee: Ajinomoto Co., Inc.Inventors: Noriyasu Kataoka, Toshihiro Matsuzawa, Masanobu Yatagai