ES8106532A1 - Preparation of 7alphaamethoxycephalosporin - Google Patents
Preparation of 7alphaamethoxycephalosporinInfo
- Publication number
- ES8106532A1 ES8106532A1 ES494868A ES494868A ES8106532A1 ES 8106532 A1 ES8106532 A1 ES 8106532A1 ES 494868 A ES494868 A ES 494868A ES 494868 A ES494868 A ES 494868A ES 8106532 A1 ES8106532 A1 ES 8106532A1
- Authority
- ES
- Spain
- Prior art keywords
- carboxylic acid
- methanol
- alkali metal
- metal salt
- reaction
- 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
Links
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 9
- -1 cephalosporin compound Chemical class 0.000 abstract 5
- 229910052783 alkali metal Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000001735 carboxylic acids Chemical group 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 230000002140 halogenating effect Effects 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- 229930186147 Cephalosporin Natural products 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 229940124587 cephalosporin Drugs 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
PURPOSE:To obtain the titled compound directly and readily useful as a synthetic intermediate for antibiotics without removing a protecting group during preparation, by treating a cephalosporin compound with a halogenating agent in the presence of methanol and its alkali metal salt. CONSTITUTION:A 7beta-R1SO3CH2CONH-DELTA<3>-cephem-4-carboxylic acid (R1 is hydrocarbon group )[e.g., a compound shown by the formula (A is an organic residue not taking part in the reaction -COOW is carboxylic acid or its derivative), etc.] is reacted with an alkali metal salt of methanol in an inert solvent at -95-10 deg.C. The resulting compound is treated with a halogenating agent (e.g., Cl, Br. or N- haloamide) capable of producing a positive halogen in the reaction solution at the same temperature as that of the solution. After the reaction, excess alkali metal salt of methanol is decomposed by a carboxylic acid, e.g., formic acid, etc. to give a 7alpha- methoxy-7beta-R1SO3CH2CONH-DELTA<3>-cephem-4-carboxylic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10680779A JPS5630987A (en) | 1979-08-21 | 1979-08-21 | Preparation of 7alpha-methoxycephalosporin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8106532A1 true ES8106532A1 (en) | 1981-09-01 |
| ES494868A0 ES494868A0 (en) | 1981-09-01 |
Family
ID=14443116
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES494868A Granted ES494868A0 (en) | 1979-08-21 | 1980-08-20 | PROCEDURE TO PRODUCE 7ALFA-METOXICEFALOSPORINAS AND SI-MILARES |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS5630987A (en) |
| CA (1) | CA1152980A (en) |
| ES (1) | ES494868A0 (en) |
| HU (1) | HU184815B (en) |
| IT (1) | IT1146168B (en) |
-
1979
- 1979-08-21 JP JP10680779A patent/JPS5630987A/en active Granted
-
1980
- 1980-08-14 CA CA000358275A patent/CA1152980A/en not_active Expired
- 1980-08-19 HU HU802068A patent/HU184815B/en unknown
- 1980-08-19 IT IT49520/80A patent/IT1146168B/en active
- 1980-08-20 ES ES494868A patent/ES494868A0/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0231080B2 (en) | 1990-07-11 |
| IT1146168B (en) | 1986-11-12 |
| JPS5630987A (en) | 1981-03-28 |
| HU184815B (en) | 1984-10-29 |
| IT8049520A0 (en) | 1980-08-19 |
| CA1152980A (en) | 1983-08-30 |
| ES494868A0 (en) | 1981-09-01 |
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