IE780477L - Preparation of clavulanic acid derivatives - Google Patents
Preparation of clavulanic acid derivativesInfo
- 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
Links
- HZZVJAQRINQKSD-PBFISZAISA-N clavulanic acid Chemical class OC(=O)[C@H]1C(=C/CO)/O[C@@H]2CC(=O)N21 HZZVJAQRINQKSD-PBFISZAISA-N 0.000 title 1
- 150000002148 esters Chemical class 0.000 abstract 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 239000004332 silver Substances 0.000 abstract 1
- -1 silver ions Chemical class 0.000 abstract 1
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)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (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]
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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0002370B1 (en) * | 1977-12-02 | 1983-05-11 | 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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1573503A (en) * | 1975-12-17 | 1980-08-28 | Glaxo Lab Ltd | Clavulanic acid derivatives |
-
1977
- 1977-03-29 DK DK139377A patent/DK139377A/en not_active Application Discontinuation
- 1977-03-29 NO NO771106A patent/NO771106L/en unknown
- 1977-04-06 SE SE7704085A patent/SE442748B/en unknown
- 1977-04-12 FI FI771146A patent/FI65252C/en not_active IP Right Cessation
-
1978
- 1978-02-20 IL IL54078A patent/IL54078A0/en unknown
- 1978-02-24 DE DE19782808116 patent/DE2808116A1/en not_active Withdrawn
- 1978-02-27 AR AR271238A patent/AR216505A1/en active
- 1978-03-01 AT AT145178A patent/AT359188B/en not_active IP Right Cessation
- 1978-03-02 ES ES467513A patent/ES467513A1/en not_active Expired
- 1978-03-03 AU AU33840/78A patent/AU519232B2/en not_active Expired
- 1978-03-06 GR GR55621A patent/GR64160B/en unknown
- 1978-03-06 FR FR7806294A patent/FR2383184A1/en active Granted
- 1978-03-07 JP JP2645178A patent/JPS53112894A/en active Pending
- 1978-03-08 CH CH252678A patent/CH632760A5/en not_active IP Right Cessation
- 1978-03-09 IE IE477/78A patent/IE46478B1/en unknown
- 1978-03-09 NL NL7802596A patent/NL7802596A/en not_active Application Discontinuation
- 1978-03-09 MX MX78100818U patent/MX4864E/en unknown
-
1983
- 1983-10-18 KE KE3337A patent/KE3337A/en unknown
-
1984
- 1984-02-16 HK HK150/84A patent/HK15084A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK139377A (en) | 1978-09-11 |
| ES467513A1 (en) | 1979-08-01 |
| JPS53112894A (en) | 1978-10-02 |
| AU3384078A (en) | 1979-09-06 |
| AT359188B (en) | 1980-10-27 |
| IE46478B1 (en) | 1983-06-29 |
| FI65252C (en) | 1984-04-10 |
| SE442748B (en) | 1986-01-27 |
| AR216505A1 (en) | 1979-12-28 |
| AU519232B2 (en) | 1981-11-19 |
| IL54078A0 (en) | 1978-04-30 |
| NL7802596A (en) | 1978-09-12 |
| DE2808116A1 (en) | 1978-09-21 |
| MX4864E (en) | 1982-11-10 |
| KE3337A (en) | 1983-11-25 |
| CH632760A5 (en) | 1982-10-29 |
| FI771146A7 (en) | 1978-09-11 |
| FR2383184A1 (en) | 1978-10-06 |
| FI65252B (en) | 1983-12-30 |
| FR2383184B1 (en) | 1980-08-29 |
| HK15084A (en) | 1984-02-24 |
| GR64160B (en) | 1980-02-05 |
| NO771106L (en) | 1978-09-12 |
| ATA145178A (en) | 1980-03-15 |
| SE7704085L (en) | 1978-09-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES8503686A1 (en) | Penicillin derivatives and process for preparation of the same. | |
| NZ224402A (en) | Preparation of 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)-decan-1-ol derivatives by reduction of carboxylic esters | |
| ES8609195A1 (en) | Process for preparing anti-inflammatory cycloalkylidenemethylphenylacetic acid derivatives. | |
| IE780477L (en) | Preparation of clavulanic acid derivatives | |
| ES8106693A1 (en) | Carboxylic ester compounds for use as insecticides | |
| GB2017087A (en) | Process for the preparation of xanthone derivatives | |
| IE781753L (en) | Steroid 3-oximes | |
| JPS55147284A (en) | Novel beta-lactam derivative and its preparation | |
| IE43461L (en) | Cyclopropane derivatives. | |
| ES8206535A1 (en) | Improvement in the method for producing 7-aminocephem compounds. | |
| ES8307236A1 (en) | Process for the preparation of a furan derivative. | |
| ES8401957A1 (en) | Preparation of thiophene compounds | |
| GB2001974A (en) | Vincinic acid derivatives and process for the preparation thereof | |
| AU531013B2 (en) | Preparation of 7-(sulphonomidoyl) xanthane-2 carboxylic acid derivatives | |
| JPS5625165A (en) | Novel imidazole derivative | |
| ES485801A1 (en) | Process for preparing cyclo-1,3,2-oxazaphosphoryl derivatives | |
| SE7900889L (en) | WAY TO PRODUCE XANTONE DERIVATIVES | |
| JPS5436249A (en) | 24-oxocholest-5-en-3beta2-ol dand preparation of its esters | |
| GB1211761A (en) | Improvements in or relating to cyclohexene - and cyclohexane - carboxylic acid derivatives | |
| UST103205I4 (en) | Intermediates and process for insecticidal 4-phenyl-2-indanyl esters | |
| IE43884L (en) | Preparation of pyrogallol compound | |
| JPS57116048A (en) | Novel quinoline derivative | |
| JPS53127460A (en) | Prostacyclin derivatives | |
| JPS5444638A (en) | Production of cyclopentanecarboxylic ester derivative | |
| TH219A (en) | Process for the preparation of derivatives of Quinoline carboxylic-silicon acid |