IE780477L - Preparation of clavulanic acid derivatives - Google Patents

Preparation of clavulanic acid derivatives

Info

Publication number
IE780477L
IE780477L IE780477A IE47778A IE780477L IE 780477 L IE780477 L IE 780477L IE 780477 A IE780477 A IE 780477A IE 47778 A IE47778 A IE 47778A IE 780477 L IE780477 L IE 780477L
Authority
IE
Ireland
Prior art keywords
clavulanic
image
formula
group
esters
Prior art date
Application number
IE780477A
Other versions
IE46478B1 (en
Original Assignee
Beecham Group 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
Priority claimed from GB10082/77A external-priority patent/GB1582864A/en
Application filed by Beecham Group Ltd filed Critical Beecham Group Ltd
Publication of IE780477L publication Critical patent/IE780477L/en
Publication of IE46478B1 publication Critical patent/IE46478B1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/425—Thiazoles
    • A61K31/429—Thiazoles condensed with heterocyclic ring systems
    • A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/42—Oxazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/545—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D503/00—Heterocyclic compounds containing 4-oxa-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxapenicillins, clavulanic acid derivatives; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Process for preparing ethers of clavulanic esters of the formula II <IMAGE> in which the group -CO2R1 is an esterified carboxylic acid group, R3 and R4 are identical or different and denote hydrogen atoms or alkyl radicals having 1 to 4 carbon atoms and R5 represents such a radical that the group -CR4R4R5 is an inert organic radical having up to 18 carbon atoms, characterised by reaction of a clavulanic ester of the formula III <IMAGE> with a halide of the formula IV <IMAGE> in which X is an iodine, bromine or chlorine atom, in the presence of a compound providing silver ions. The ethers of clavulanic esters which are produced are useful as intermediates for preparing medicinal active compounds. [FR2383184A1]
IE477/78A 1977-03-10 1978-03-09 Chemical process for the preparation of clavulanic acid derivatives IE46478B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB1011677 1977-03-10
GB10082/77A GB1582864A (en) 1977-03-10 1977-03-10 Chemical process for the preparation of clavulanic acid derivatives

Publications (2)

Publication Number Publication Date
IE780477L true IE780477L (en) 1978-09-10
IE46478B1 IE46478B1 (en) 1983-06-29

Family

ID=26247246

Family Applications (1)

Application Number Title Priority Date Filing Date
IE477/78A IE46478B1 (en) 1977-03-10 1978-03-09 Chemical process for the preparation of clavulanic acid derivatives

Country Status (19)

Country Link
JP (1) JPS53112894A (en)
AR (1) AR216505A1 (en)
AT (1) AT359188B (en)
AU (1) AU519232B2 (en)
CH (1) CH632760A5 (en)
DE (1) DE2808116A1 (en)
DK (1) DK139377A (en)
ES (1) ES467513A1 (en)
FI (1) FI65252C (en)
FR (1) FR2383184A1 (en)
GR (1) GR64160B (en)
HK (1) HK15084A (en)
IE (1) IE46478B1 (en)
IL (1) IL54078A0 (en)
KE (1) KE3337A (en)
MX (1) MX4864E (en)
NL (1) NL7802596A (en)
NO (1) NO771106L (en)
SE (1) SE442748B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2862254D1 (en) * 1977-12-02 1983-06-16 Beecham Group Plc A process for the preparation of ether derivatives of clavulanic acid
JPS58187371A (en) * 1982-04-27 1983-11-01 Nec Corp Controlling circuit for printing density
DE3725375A1 (en) * 1987-07-31 1989-02-09 Bayer Ag STABLE OXAPENEM-3-CARBONSAEURES

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1573503A (en) * 1975-12-17 1980-08-28 Glaxo Lab Ltd Clavulanic acid derivatives

Also Published As

Publication number Publication date
SE7704085L (en) 1978-09-11
KE3337A (en) 1983-11-25
ATA145178A (en) 1980-03-15
AU519232B2 (en) 1981-11-19
FR2383184B1 (en) 1980-08-29
NL7802596A (en) 1978-09-12
DE2808116A1 (en) 1978-09-21
CH632760A5 (en) 1982-10-29
DK139377A (en) 1978-09-11
FI771146A (en) 1978-09-11
ES467513A1 (en) 1979-08-01
IL54078A0 (en) 1978-04-30
AT359188B (en) 1980-10-27
JPS53112894A (en) 1978-10-02
HK15084A (en) 1984-02-24
NO771106L (en) 1978-09-12
SE442748B (en) 1986-01-27
MX4864E (en) 1982-11-10
IE46478B1 (en) 1983-06-29
FI65252C (en) 1984-04-10
FI65252B (en) 1983-12-30
AR216505A1 (en) 1979-12-28
AU3384078A (en) 1979-09-06
FR2383184A1 (en) 1978-10-06
GR64160B (en) 1980-02-05

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