FR2444683A1 - Procede de production de penicillines - Google Patents
Procede de production de penicillinesInfo
- Publication number
- FR2444683A1 FR2444683A1 FR7915037A FR7915037A FR2444683A1 FR 2444683 A1 FR2444683 A1 FR 2444683A1 FR 7915037 A FR7915037 A FR 7915037A FR 7915037 A FR7915037 A FR 7915037A FR 2444683 A1 FR2444683 A1 FR 2444683A1
- Authority
- FR
- France
- Prior art keywords
- penicillins
- acid chloride
- producing
- ester
- acid
- 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.)
- Granted
Links
- 229930182555 Penicillin Natural products 0.000 title abstract 3
- 150000002960 penicillins Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 abstract 1
- 229960003022 amoxicillin Drugs 0.000 abstract 1
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 abstract 1
- 229960000723 ampicillin Drugs 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 230000005587 bubbling Effects 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 abstract 1
- -1 trimethylsilyl ester Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1896—Compounds having one or more Si-O-acyl linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
Abstract
L'invention concerne un procédé de production de pénicillines. On prépare l'ester de triméthylsilyle ou un autre ester aisément hydrolysé de l'acide 6-triméthylsilyloxycarbonyl-aminopénicillanique en faisant barboter de l'anhydride carbonique anhydre dans une solution anhydre du 6-triméthylsilylamino-pénicillanate correspondant. Le composé obtenu est un intermédiaire utile dans la production de pénicillines, par exemple d'amoxicilline et d'ampicilline, par acylation dans des milieux aqueux avec le chlorure d'acide ou le chlorhydrate de chlorure d'acide convenablement choisi.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US97070478A | 1978-12-18 | 1978-12-18 | |
US478079A | 1979-01-19 | 1979-01-19 | |
US06/021,852 US4240960A (en) | 1979-03-19 | 1979-03-19 | Trimethylsilyl substituted penicillins |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2444683A1 true FR2444683A1 (fr) | 1980-07-18 |
FR2444683B1 FR2444683B1 (fr) | 1983-06-17 |
Family
ID=27357705
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7915037A Granted FR2444683A1 (fr) | 1978-12-18 | 1979-06-12 | Procede de production de penicillines |
Country Status (20)
Country | Link |
---|---|
AR (1) | AR225898A1 (fr) |
AT (1) | AT364849B (fr) |
AU (1) | AU531779B2 (fr) |
CA (1) | CA1141752A (fr) |
CH (1) | CH642972A5 (fr) |
DK (2) | DK160613C (fr) |
ES (2) | ES482986A1 (fr) |
FI (1) | FI69846C (fr) |
FR (1) | FR2444683A1 (fr) |
GB (1) | GB2037275B (fr) |
GR (1) | GR73899B (fr) |
IE (1) | IE48521B1 (fr) |
IL (1) | IL57909A (fr) |
IT (1) | IT1117760B (fr) |
LU (1) | LU81432A1 (fr) |
NL (1) | NL171271C (fr) |
NO (1) | NO158541C (fr) |
PH (1) | PH16327A (fr) |
SE (2) | SE436281B (fr) |
YU (1) | YU221082A (fr) |
-
1979
- 1979-05-22 SE SE7904483A patent/SE436281B/sv not_active IP Right Cessation
- 1979-05-23 DK DK213779A patent/DK160613C/da not_active IP Right Cessation
- 1979-05-29 GR GR59209A patent/GR73899B/el unknown
- 1979-05-29 CA CA000328553A patent/CA1141752A/fr not_active Expired
- 1979-05-30 FI FI791732A patent/FI69846C/fi not_active IP Right Cessation
- 1979-05-31 NO NO791823A patent/NO158541C/no unknown
- 1979-06-01 GB GB7919231A patent/GB2037275B/en not_active Expired
- 1979-06-05 AU AU47774/79A patent/AU531779B2/en not_active Ceased
- 1979-06-12 FR FR7915037A patent/FR2444683A1/fr active Granted
- 1979-06-13 AT AT0421579A patent/AT364849B/de not_active IP Right Cessation
- 1979-06-13 CH CH554179A patent/CH642972A5/de not_active IP Right Cessation
- 1979-06-19 NL NLAANVRAGE7904805,A patent/NL171271C/xx not_active IP Right Cessation
- 1979-06-27 LU LU81432A patent/LU81432A1/fr unknown
- 1979-07-16 PH PH22784A patent/PH16327A/en unknown
- 1979-07-26 AR AR277486A patent/AR225898A1/es active
- 1979-07-27 IL IL57909A patent/IL57909A/xx not_active IP Right Cessation
- 1979-07-30 ES ES482986A patent/ES482986A1/es not_active Expired
- 1979-08-01 IT IT49919/79A patent/IT1117760B/it active
- 1979-08-08 IE IE1283/79A patent/IE48521B1/en not_active IP Right Cessation
-
1980
- 1980-04-16 ES ES490644A patent/ES8104301A1/es not_active Expired
-
1982
- 1982-10-01 YU YU02210/82A patent/YU221082A/xx unknown
-
1984
- 1984-03-02 SE SE8401182A patent/SE448630B/sv not_active IP Right Cessation
-
1990
- 1990-06-13 DK DK143990A patent/DK162055C/da not_active IP Right Cessation
Also Published As
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |