Patents by Inventor Michio Sasaoka

Michio Sasaoka 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: 5204458
    Abstract: The present invention provides a process for preparing a cephem derivative characterized in that an allenyl .beta.-lactam compound represented by the formula (1) ##STR1## wherein R.sup.1 is amino or protected amino, R.sup.2 is a hydrogen atom or lower alkoxyl, R.sup.3 is a hydrogen atom or carboxylic acid protecting group and X is the group --SO.sub.2 R.sup.4 or --SR.sup.4, R.sup.4 being substituted or unsubstituted aryl or substituted or unsubstituted nitrogen-containing aromatic heterocyclic group is reacted with a nucleophilic agent to obtain the derivative, the cephem derivative being represented by the formula (2) ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined above, and Y is the residue of the nucleophilic agent.
    Type: Grant
    Filed: March 10, 1992
    Date of Patent: April 20, 1993
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Masatoshi Taniguchi, Michio Sasaoka, Takashi Shiroi, Yutaka Kameyama
  • Patent number: 5196530
    Abstract: The present invention provides a process for preparing a 2-exo-methylenepenam derivative represented by the formula (2), the process being characterized by reacting an allenyl .beta.-lactum compound represented by the formula (1) with a metallic reducing agent, in which R.sup.1, R.sup.2, R.sup.3 and X are defined in the specification.
    Type: Grant
    Filed: March 10, 1992
    Date of Patent: March 23, 1993
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Masatoshi Taniguchi, Michio Sasaoka, Takashi Shiroi, Yutaka Kameyama
  • Patent number: 5142040
    Abstract: The present invention provides a process for preparing a 3-formylcephem derivative represented by the formula (2) ##STR1## which comprises oxidizing in the presence of oxygen a 3-halomethylcephem derivative represented by the formula (1) ##STR2## wherein R.sup.1 is amino group or protected amino group, R.sup.2 is hydrogen atom or a carboxylic acid protective group, X is halogen atom.
    Type: Grant
    Filed: March 7, 1991
    Date of Patent: August 25, 1992
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Masatoshi Taniguchi, Michio Sasaoka, Takashi Shiroi, Ryo Kikuchi, Yutaka Kameyama
  • Patent number: 5126447
    Abstract: A process for preparing a .beta.-lactam derivative of formula (2) and/or the corresponding enol tautomer, which includes oxidizing an alkenyl-substituted .beta.-lactam derivative of formula (1) in the presence of a ruthenium catalyst or a rhenium catalyst using a periodic acid: ##STR1## wherein R.sup.1 is a hydrogen atom, a C.sub.1-4 alkyl group or a C.sub.1-4 haloalkyl group, R.sup.2 is a hydrogen atom, a C.sub.1-4 alkyl group or a phenyl group which may have a substituent, A is a group selected from ##STR2## wherein R.sup.3 is an amino group or a protected amino group, and R.sup.4 -R.sup.8 are as defined in the application.
    Type: Grant
    Filed: March 1, 1991
    Date of Patent: June 30, 1992
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Masatoshi Taniguchi, Michio Sasaoka, Takashi Shiroi, Ryo Kikuchi, Yutaka Kameyama
  • Patent number: 5070194
    Abstract: This invention provides a method of producing a .beta.-lactam derivative represented by the formula (I): ##STR1## said method consisting essentially of the step of reacting a .beta.-lactam derivative represented by the formula (II): ##STR2## with a phenol in a reaction system which consists essentially of said .beta.-lactam derivative of formula (II) and said phenol.
    Type: Grant
    Filed: April 5, 1989
    Date of Patent: December 3, 1991
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Michio Sasaoka, Nori Saito, Takashi Shiroi, Shigemitsu Nagao, Ryo Kikuchi, Yutaka Kameyama
  • Patent number: 4958018
    Abstract: Disclosed is a method of producing a 3-exomethylenecepham of the formula ##STR1## wherein R.sup.1 is amino or substituted amino and R.sup.2 is a carboxy-protecting group comprising reacting a cephem of the formula ##STR2## wherein R.sup.1 and R.sup.2 are as defined above and X is halogen with lead metal while maintaining the pH of the reaction system at about 0.1 to 8. The cephem (I) may be reacted with a catalytic amount of lead metal or a lead compound in the presence of a metal having a greater ionization tendency than lead.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: September 18, 1990
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Masatoshi Taniguchi, Michio Sasaoka, Norio Saito, Takashi Shiroi, Shigemitsu Nagao, Ryo Kikuchi, Yutaka Kameyama
  • Patent number: 4925934
    Abstract: The invention provides a process for preparing a .beta.-lactam derivative represented by the formula ##STR1## the process comprising reacting a .beta.-lactam derivative represented by the following formula (II) and having a protected carboxyl group with a cresol; ##STR2## wherein R represents a benzyl group having an electron-donating group as a substituent on the phenyl ring, a diphenylmethyl group which may have an electron-donating group as a substituent on the phenyl ring or a tert-butyl group.
    Type: Grant
    Filed: March 1, 1989
    Date of Patent: May 15, 1990
    Assignees: Otsuka Kagaku Kabushiki Kaisha, Taiho Pharmaceutical Co., Ltd.
    Inventors: Masatoshi Taniguchi, Michio Sasaoka, Kiyotoshi Matsumura, Ichiro Kawahara, Kenji Kaze, Daisuke Suzuki, Akihiro Shimabayashi
  • Patent number: 4912213
    Abstract: The present invention provides a process for preparing a penicillanic acid derivative of the formula ##STR1## which comprises reacting lead with a halogenated penicillanic acid derivative of the formula ##STR2## wherein X, Y, Z and R.sup.1 are as defined in the specification. The reaction is advantageously conducted in the presence of a metal having higher ionization tendency than lead such as aluminum, iron, magnesium or a mixture thereof.
    Type: Grant
    Filed: September 7, 1988
    Date of Patent: March 27, 1990
    Assignees: Otsuka Kagaku Kabushiki Kaisha, Taiho Pharmaceutical Company, Limited
    Inventors: Masatoshi Taniguchi, Michio Sasaoka, Kiyotoshi Matsumura, Ichiro Kawahara, Kenji Kase, Daisuke Suzuki, Shigeru Torii, Hideo Tanaka, Motoaki Tanaka, Akira Nakai
  • Patent number: 4898654
    Abstract: Disclosed is a method of producing an optically active .beta.-lactam derivative of the formula ##STR1## comprising irradiating with light, in solid phase, an inclusion complex of a compound of the formula ##STR2## with an optically active host compound.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: February 6, 1990
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Fumio Toda, Kouichi Tanaka, Masatoshi Taniguchi, Michio Sasaoka
  • Patent number: 4886891
    Abstract: The present invention provides a process for preparing a 1,1-disubstituted ethylene derivative of the formula ##STR1## which comprises reacting lead with a carbinol derivative of the formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, X, Y, m and n are defined in the specification. The reaction is conducted more advantageously in the presence of a metal having higher ionization tendency than lead.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: December 12, 1989
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Shigeru Torii, Masatoshi Taniguchi, Michio Sasaoka, Yoshihisa Tomotaki, Mitsuo Akada, Hideo Tanaka, Akira Suzuki, Shiro Yamashita
  • Patent number: 4853468
    Abstract: This invention provides azetidinone derivatives represented by the formula ##STR1## and processes for preparing the same. The azetidinone derivatives are used as the intermediates for producing cephalosporin compounds useful as antibiotic agents.
    Type: Grant
    Filed: March 11, 1988
    Date of Patent: August 1, 1989
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Sigeru Torii, Kenji Uneyama, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Shiroi
  • Patent number: 4810788
    Abstract: An azetidinone derivative represented by the formula (I) ##STR1## wherein R.sup.1 is substituted or unsubstituted phenyl or substituted or unsubstituted phenoxy, R.sup.2 is hydrogen, optionally substituted hydrocarbon residue or aminoprotecting group selected from acyl, silyl, sulfonyl and phosphonyl derived from organic or inorganic acid, ##STR2## (wherein R.sup.3 is hydrogen or lower alkyl), X.sup.1 and X.sup.2 are the same or different and are halogen, hydroxyl, alkoxy, acyloxy, SR.sup.4 (wherein R.sup.4 is straight chain or branched chain lower alkyl substituted or unsubstituted, substituted or unsubstituted phenyl or substituted or unsubstituted heterocyclic group), amino or hydrogen, one of X.sup.1 and X.sup.2 being hydrogen when the other is not, and R.sup.5 is substituted or unsubstituted phenyl or substituted or unsubstituted heterocyclic group, and a process for preparing the same.
    Type: Grant
    Filed: May 6, 1987
    Date of Patent: March 7, 1989
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Siroi
  • Patent number: 4801720
    Abstract: An azetidinone derivative represented by the formula (I) ##STR1## wherein R.sup.1 is substituted or unsubstituted phenyl or substituted or unsubstituted phenoxy, R.sup.2 is hydrogen, optionally substituted hydrocarbon residue or amino-protecting group selected from acyl, silyl, sulfonyl and phosphonyl derived from organic or inorganic acid, ##STR2## is >C.dbd.O or>C.dbd.N--OR.sup.3 (wherein R.sup.3 is hydrogen or lower alkyl), X.sup.1 and X.sup.2 are the same or different and are halogen, hydroxyl, alkoxy, acyloxy, SR.sup.4 (wherein R.sup.4 is straight chain or branched chain lower alkyl substituted or unsubstituted, substituted or unsubstituted phenyl or substituted or unsubstituted heterocyclic group), amino or hydrogen, one of X.sup.1 and X.sup.2 being hydrogen when the other is not, and R.sup.5 is substituted or unsubstituted phenyl or substituted or unsubstituted heterocyclic group, and a process for preparing the same.
    Type: Grant
    Filed: May 6, 1987
    Date of Patent: January 31, 1989
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Siroi
  • Patent number: 4798890
    Abstract: A process for preparing an azetidinone derivative represented by the formula ##STR1## wherein R.sup.1 is hydrogen, halogen or lower alkoxy, R.sup.2 is hydrogen, halogen, lower alkoxy, amino or a group ##STR2## (in which R.sup.5 is substituted or unsubstituted phenyl, substituted or unsubstituted phenylmethyl, substituted or unsubstituted phenoxymethyl, or substituted or unsubstituted benzoyl), or R.sup.1 and R.sup.2, when taken together, are carbonyl, R.sup.3 is substituted or unsubstituted phenyl, and R.sup.4 is hydrogen, optionally substituted hydrocarbon residue or acyl, silyl, sulfonyl or phosphonyl derived from inorganic acid or organic acid, the process comprising reacting a dithioazetidinone derivative represented by the formula ##STR3## wherein R.sup.1, R.sup.2 and R.sup.4 are as defined above and R.sup.9 is substituted or unsubstituted, nitrogen-containing aromatic heterocyclic residue with a compound represented by the formulaR.sup.3 SO.sub.2 H (VII)wherein R.sup.3 is defined above.
    Type: Grant
    Filed: April 21, 1988
    Date of Patent: January 17, 1989
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Michio Sasaoka, Takashi Shiroi
  • Patent number: 4789740
    Abstract: A process for preparing an azetidinone derivative represented by the formula (I) ##STR1## wherein R.sup.1 represents an aryl group, arylmethyl group or aryloxymethyl group, R.sup.2 represents hydrogen atom or a carboxyl-protecting group and R.sup.3 represents an alkyl group or aryl group, the process comprising reacting an azetidinone derivative represented by the formula (II) ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined above with a chlorinating agent.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: December 6, 1988
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Yuzuru Ogata, Michio Sasaoka, Norio Saito, Shigemitsu Nagao
  • Patent number: 4784734
    Abstract: This invention provides azetidinone derivatives represented by the formula ##STR1## and processes for preparing the same. The azetidinone derivatives are used as the intermediates for producing cephalosporin compounds useful as antibiotic agents.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: November 15, 1988
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Sigeru Torii, Kenji Uneyama, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Shiroi
  • Patent number: 4740596
    Abstract: A process for preparing an azetidinone derivative represented by the formula ##STR1## wherein R.sup.1 is hydrogen, halogen or lower alkoxy, R.sup.2 is hydrogen, halogen, lower alkoxy, amino or a group ##STR2## (in which R.sup.5 is substituted or unsubstituted phenyl, substituted or unsubstituted phenylmethyl, substituted or unsubstituted phenoxymethyl, or substituted or unsubstituted benzoyl), or R.sup.1 and R.sup.2, when taken together, are carbonyl, R.sup.3 is substituted or unsubstituted phenyl, and R.sup.4 is hydrogen, optionally substituted hydrocarbon residue or acyl, silyl, sulfonyl or phosphonyl derived from inorganic acid or organic acid, the process comprising reacting a dithioazetidinone derivative represented by the formula ##STR3## wherein R.sup.1, R.sup.2 and R.sup.4 are as defined above and R.sup.9 is substituted or unsubstituted, nitrogen-containing aromatic heterocyclic residue with a compound represented by the formulaR.sup.3 SO.sub.2 SR.sup.9 (VII)wherein R.sup.3 and R.sup.
    Type: Grant
    Filed: August 26, 1987
    Date of Patent: April 26, 1988
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Michio Sasaoka, Shigemitsu Nagao
  • Patent number: 4713452
    Abstract: A process for preparing an azetidinone derivative represented by the formula ##STR1## wherein R.sup.1 is hydrogen, halogen or lower alkoxy, R.sup.2 is hydrogen, halogen, lower alkoxy, amino or a group ##STR2## (in which R.sup.5 is substituted or unsubstituted phenyl, substituted or unsubstituted phenylmethyl, substituted or unsubstituted phenoxymethyl, or substituted or unsubstituted benzoyl), or R.sup.1 and R.sup.2, when taken together, are carbonyl, R.sup.3 is substituted or unsubstituted phenyl, and R.sup.4 is hydrogen, optionally substituted hydrocarbon residue or acyl, silyl, sulfonyl or phosphonyl derived from inorganic acid or organic acid, the process comprising reacting a dithioazetidinone derivative represented by the formula ##STR3## wherein R.sup.1, R.sup.2 and R.sup.4 are as defined above and R.sup.9 is substituted or unsubstituted, nitrogen-containing aromatic heterocyclic residue with a compound represented by the formulaR.sup.3 SO.sub.2 CN (VII)wherein R.sup.3 is defined above.
    Type: Grant
    Filed: December 12, 1984
    Date of Patent: December 15, 1987
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Michio Sasaoka, Seiryu Uto, Syozo Hayase
  • Patent number: 4689411
    Abstract: This invention provides azetidinone derivatives represented by the formula ##STR1## and processes for preparing the same. The azetidinone derivatives are used as the intermediates for producing cephalosporin compounds useful as antibiotic agents.
    Type: Grant
    Filed: May 15, 1986
    Date of Patent: August 25, 1987
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Sigeru Torii, Kenji Uneyama, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Shiroi
  • Patent number: 4665166
    Abstract: A process for preparing cephalosporin compounds represented by the formula ##STR1## wherein R.sup.1 represents an alkyl group, alkenyl group, substituted or unsubstituted aryl group, substituted or unsubstituted arylmethyl group or substituted or unsubstituted phenoxymethyl group, R.sup.2 represents a carboxyl group or protected carboxyl group, and Y represents the residue of a nucleophilic reagent.
    Type: Grant
    Filed: May 1, 1984
    Date of Patent: May 12, 1987
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Shigeru Torii, Hideo Tanaka, Junzo Nogami, Michio Sasaoka, Norio Saito, Takashi Shiroi