ES484007A1 - Un procedimiento para la preparacion de un compuesto - Google Patents

Un procedimiento para la preparacion de un compuesto

Info

Publication number
ES484007A1
ES484007A1 ES484007A ES484007A ES484007A1 ES 484007 A1 ES484007 A1 ES 484007A1 ES 484007 A ES484007 A ES 484007A ES 484007 A ES484007 A ES 484007A ES 484007 A1 ES484007 A1 ES 484007A1
Authority
ES
Spain
Prior art keywords
group
preparation
formula
beta
alpha
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.)
Expired
Application number
ES484007A
Other languages
English (en)
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.)
Beecham Group PLC
Original Assignee
Beecham Group PLC
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 Beecham Group PLC filed Critical Beecham Group PLC
Publication of ES484007A1 publication Critical patent/ES484007A1/es
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
    • C07D477/16—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 3
    • C07D477/20—Sulfur atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents

Landscapes

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

Abstract

Un procedimiento para la preparación de un compuesto con actividad antibacteriana e inhibidora de la beta-lactamasa de fórmula-01 (VII): **(Fórmula-01)** donde CO2R1 es un grupo carboxilo libre, salificado o esterificado; n es 0 o 1 y R2 es hidrógeno, un grupo acilo o un grupo de subfórmula (a): R3O3S3 (a), donde R3 es un ion salificante o un grupo metilo o etilo, con la condición de que cuando R2 es un grupo de subfórmula (a), el compuesto presenta la estereoquímica cis alrededor del anillo de beta-lactama; cuyo procedimiento consiste en isomerizar un compuesto de fórmula-02 (IX): **(Fórmula-02)** donde R1, R2 y la estereoquímica alrededor del anillo de beta- lactama son los definidos en relación con la fórmula-01 (VII), poniendo en contacto el compuesto de fórmula-02 (IX) con una sal mercúrica en presencia de un disolvente inerte y después, si se desea, realizar una o las dos operaciones siguientes: (a) convertir un compuesto (VII) donde R1 es un grupo p-nitro- bencilo en el correspondiente compuesto donde R1 es otro grupo R1 diferente; (b) oxidar el compuesto de fórmula-01 (VII) donde n es 0 para producir el correspondiente compuesto donde n es 1.
ES484007A 1978-09-09 1979-09-07 Un procedimiento para la preparacion de un compuesto Expired ES484007A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB7836266 1978-09-09

Publications (1)

Publication Number Publication Date
ES484007A1 true ES484007A1 (es) 1980-09-01

Family

ID=10499573

Family Applications (1)

Application Number Title Priority Date Filing Date
ES484007A Expired ES484007A1 (es) 1978-09-09 1979-09-07 Un procedimiento para la preparacion de un compuesto

Country Status (9)

Country Link
US (1) US4374144A (es)
EP (1) EP0008885B1 (es)
JP (1) JPS5538371A (es)
AU (1) AU525132B2 (es)
CA (1) CA1133907A (es)
DE (1) DE2966446D1 (es)
DK (1) DK373379A (es)
ES (1) ES484007A1 (es)
ZA (1) ZA794295B (es)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4530791A (en) * 1979-04-16 1985-07-23 Kowa Co., Ltd. β-Lactam antibiotics
DE3070269D1 (en) * 1979-08-10 1985-04-18 Beecham Group Plc Beta-lactam antibiotics, their preparation, pharmaceutical compositions containing them and their preparation
US4497742A (en) * 1981-03-04 1985-02-05 Takeda Chemical Industries, Ltd. Isomerization of β-lactam compounds
JPS57170949A (en) * 1981-04-16 1982-10-21 Mitsui Toatsu Chem Inc Rubber-modified styrene resin composition
US5204395A (en) * 1991-12-11 1993-04-20 General Electric Company Flame retardant polyphenylene ether compositions
JPH1059970A (ja) * 1996-08-16 1998-03-03 Suntory Ltd カルバペネム誘導体およびこれを含有する抗菌剤
EP2513112A4 (en) * 2009-12-11 2013-05-08 Univ Johns Hopkins METHOD FOR THE LATE INTRODUCTION OF THE (8R) -HYDROXYL GROUP IN THE SYNTHESIS OF CARBAPENEMIC ANTIBIOTICS DERIVED FROM BETA-LACTAMES
SE535691C2 (sv) * 2011-03-08 2012-11-13 Kat2Biz Ab Reduktion av C-O-bindningar via katalytisk transfer hydrogenolys

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3928569A (en) * 1972-08-09 1975-12-23 Microbial Chem Res Found Two substances inhibiting beta-lactamase and their production
GB1489235A (en) * 1974-03-28 1977-10-19 Beecham Group Ltd Antibiotics
US4113856A (en) * 1974-03-28 1978-09-12 Beecham Group Limited Antibiotic mm 13902
US4172129A (en) * 1974-03-28 1979-10-23 Beecham Group Limited Antibiotics
US4146610A (en) * 1974-03-28 1979-03-27 Beecham Group Limited Antibiotics mm13902
DK145504C (da) * 1976-04-28 1983-04-25 Merck & Co Inc Fremgangsmaade til fremstilling af det antibiotiske stof 890a2og/eller det antibiotiske stof 890a5 og farmaceutisk acceptable salte deraf
NL7712091A (nl) * 1976-11-17 1978-05-19 Merck & Co Inc Werkwijze ter bereiding van een nieuw antibiotisch middel.
DE2808563A1 (de) * 1977-03-05 1978-09-07 Beecham Group Ltd Derivate der 3-thio-6-(1-hydroxyaethyl)-7-oxo-1-aza-bicyclo eckige klammer auf 3.2.0 eckige klammer zu hept-2-en- 2-carbonsaeure, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
US4162323A (en) * 1977-04-18 1979-07-24 Merck & Co., Inc. Antibiotic N-acetyl-dehydro-thienamycin
JPS5414594A (en) * 1977-06-29 1979-02-02 Microbial Chem Res Found Preparation of beta-lactamase inhibiting substance
US4263314A (en) * 1978-01-19 1981-04-21 Beecham Group Limited β-Lactam antibiotics, a process for their preparation and their use in pharmaceutical compositions
EP0004132A1 (en) * 1978-03-04 1979-09-19 Beecham Group Plc Esters of beta-lactam antibiotics, a process for their preparation pharmaceutical compositions containing them and the compounds for use as antibacterial agents

Also Published As

Publication number Publication date
CA1133907A (en) 1982-10-19
EP0008885A1 (en) 1980-03-19
AU5046279A (en) 1980-03-20
AU525132B2 (en) 1982-10-21
DE2966446D1 (en) 1984-01-05
JPS5538371A (en) 1980-03-17
EP0008885B1 (en) 1983-11-30
US4374144A (en) 1983-02-15
DK373379A (da) 1980-04-11
ZA794295B (en) 1980-08-27

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