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WO2008117773A1 - Procédé de production d'acides quinolonecarboxyliques tétrasubstitués asymétriques et intermédiaires pour la production - Google Patents

Procédé de production d'acides quinolonecarboxyliques tétrasubstitués asymétriques et intermédiaires pour la production Download PDF

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Publication number
WO2008117773A1
WO2008117773A1 PCT/JP2008/055424 JP2008055424W WO2008117773A1 WO 2008117773 A1 WO2008117773 A1 WO 2008117773A1 JP 2008055424 W JP2008055424 W JP 2008055424W WO 2008117773 A1 WO2008117773 A1 WO 2008117773A1
Authority
WO
WIPO (PCT)
Prior art keywords
production
aryl
alkyl
intermediates
hydrogen
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2008/055424
Other languages
English (en)
Japanese (ja)
Inventor
Koji Sato
Tsutomu Yagi
Yuichi Kodaira
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Daiichi Sankyo Co Ltd
Original Assignee
Daiichi Sankyo Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Daiichi Sankyo Co Ltd filed Critical Daiichi Sankyo Co Ltd
Priority to JP2009506331A priority Critical patent/JP5236627B2/ja
Publication of WO2008117773A1 publication Critical patent/WO2008117773A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/31Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing rings other than six-membered aromatic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00Asymmetric syntheses
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/96Spiro-condensed ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

L'invention concerne la possibilité de produire, industriellement et facilement, des composés optiquement actifs pour produire des substituants dans la production d'acides quinolonecarboxyliques extrêmement sûrs ayant une activité antibactérienne élevée. Des composés intermédiaires représentés par la formule générale (5) sont produits en traitant un composé représenté par la formule générale (3) en présence d'un catalyseur métallique et d'une source d'hydrogène (dans laquelle m est un entier de 2 à 5 ; R1 est un alkyle ou un aryle ; R6 est un alkyle, un aryle ou un hydrogène ; et l'un de R71 et R72 est un aryle, et l'autre est un aryle, un alkyle, un alcényle, un aralkyle ou un hydrogène). (3)(5)
PCT/JP2008/055424 2007-03-26 2008-03-24 Procédé de production d'acides quinolonecarboxyliques tétrasubstitués asymétriques et intermédiaires pour la production Ceased WO2008117773A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2009506331A JP5236627B2 (ja) 2007-03-26 2008-03-24 不斉四置換キノロンカルボン酸の製造方法およびその製造中間体

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-078651 2007-03-26
JP2007078651 2007-03-26

Publications (1)

Publication Number Publication Date
WO2008117773A1 true WO2008117773A1 (fr) 2008-10-02

Family

ID=39788508

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/055424 Ceased WO2008117773A1 (fr) 2007-03-26 2008-03-24 Procédé de production d'acides quinolonecarboxyliques tétrasubstitués asymétriques et intermédiaires pour la production

Country Status (3)

Country Link
JP (1) JP5236627B2 (fr)
TW (1) TW200846336A (fr)
WO (1) WO2008117773A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09208561A (ja) * 1995-05-26 1997-08-12 Dai Ichi Seiyaku Co Ltd 環式化合物の製法
JP2003306475A (ja) * 2002-02-13 2003-10-28 Dai Ichi Seiyaku Co Ltd 光学活性化合物の製法
WO2006123767A1 (fr) * 2005-05-20 2006-11-23 Daiichi Sankyo Company, Limited Procede de production d’un compose contenant un atome de carbone asymetrique tetrasubstitue

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09208561A (ja) * 1995-05-26 1997-08-12 Dai Ichi Seiyaku Co Ltd 環式化合物の製法
JP2003306475A (ja) * 2002-02-13 2003-10-28 Dai Ichi Seiyaku Co Ltd 光学活性化合物の製法
WO2006123767A1 (fr) * 2005-05-20 2006-11-23 Daiichi Sankyo Company, Limited Procede de production d’un compose contenant un atome de carbone asymetrique tetrasubstitue

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
MACDONALD S.J. ET AL.: "A Flexible, Practical, and Stereoselective Synthesis of Enantiomerically Pure trans-5-Oxohexahydropyrrolo[3,2-b]pyrroles (Pyrrolidine-translactams), a New Class of Serine Protease Inhibitors, Using Acyliminium Methodology", JOURNAL OF ORGANIC CHEMISTRY, vol. 64, no. 14, 1999, pages 5166 - 5175 *
MOSS N. ET AL.: "An enantioselective synthesis of cyclopentyl-L-aspartic acid amenable to large scale", SYNTHESIS, no. 1, 1997, pages 32 - 34 *

Also Published As

Publication number Publication date
TW200846336A (en) 2008-12-01
JP5236627B2 (ja) 2013-07-17
JPWO2008117773A1 (ja) 2010-07-15

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