GB1438800A - Cephalosporin derivatives and preparation thereof - Google Patents
Cephalosporin derivatives and preparation thereofInfo
- Publication number
- GB1438800A GB1438800A GB2990173A GB2990173A GB1438800A GB 1438800 A GB1438800 A GB 1438800A GB 2990173 A GB2990173 A GB 2990173A GB 2990173 A GB2990173 A GB 2990173A GB 1438800 A GB1438800 A GB 1438800A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- compound
- reacting
- give
- formula
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic 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; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Abstract
1438800 Cephem compounds FUJISAWA PHARMACEUTICAL CO Ltd 22 June 1973 [27 June 1972 (3) 29 June 1972 (2)] 29901/73 Heading C2C Novel cephem compounds having the general Formula (II) wherein R is a substituted or unsubstituted benzoyl group or an acyl group of formula (in which X is -CO- or-SO 2 ; R 1 , R 2 and R 3 are each hydrogen or halogen or an organic group, and R 4 is an aralkyl group), and Y is an azido group or the residue of an optionally substituted thiol group, are prepared by reacting Cephalosporin C in a cephalosporin C-containing fermentation broth produced by cultivation of a cephalosporin C producing microorganism, (a) with an N-acylating agent capable of introducng a group of formula R above into the 5-amino group of the 7-side chain to give an intermediate compound of Formula (III) and reacting the compound (III) with an appropriate strongly nucleophilic reactant (e.g. an appropriate thiol or sodium hydrazoate) to give the compound (II); (b) with a strongly nucleophilic reactant to give an intermediate compound of Fromula (IV) wherein Y is as defined above, and reacting the compound (IV) with an N-acylating agent capable of introducing a group R above into the 5-amino group to give the compound (II). The inventive compounds (II) may be converted into the corresponding 7-amino derivatives, of Formula (I) by reaction with a silylating agent, reacting the product with an imino-halogenating agent, reacting the resulting imide halide with an imino-etherification agent, and hydrolyzing the thus produced imino ether to give the said compound (I).
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6463072A JPS5521754B2 (en) | 1972-06-27 | 1972-06-27 | |
JP6462972A JPS5525194B2 (en) | 1972-06-27 | 1972-06-27 | |
JP6463172A JPS4924994A (en) | 1972-06-27 | 1972-06-27 | |
JP6557472A JPS5429517B2 (en) | 1972-06-29 | 1972-06-29 | |
JP6557572A JPS5525195B2 (en) | 1972-06-29 | 1972-06-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1438800A true GB1438800A (en) | 1976-06-09 |
Family
ID=27523854
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2990173A Expired GB1438800A (en) | 1972-06-27 | 1973-06-22 | Cephalosporin derivatives and preparation thereof |
Country Status (6)
Country | Link |
---|---|
CA (1) | CA1015745A (en) |
CH (1) | CH601312A5 (en) |
DE (1) | DE2332045A1 (en) |
FR (1) | FR2208909B1 (en) |
GB (1) | GB1438800A (en) |
SE (1) | SE420837B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6642020B2 (en) | 2001-04-19 | 2003-11-04 | Bioferma Murcia S.A. | Process for preparing cephalosporin derivatives |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1565941A (en) | 1977-02-08 | 1980-04-23 | Toyama Chemical Co Ltd | Process for producing 7-(substituted)amino-3-substituted thiomethyl cephem carboxylic acids |
JPS6027677B2 (en) | 1978-07-06 | 1985-06-29 | 富山化学工業株式会社 | New method for producing 7-substituted or unsubstituted amino-3-substituted thiomethylcefem carboxylic acids |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH481142A (en) * | 1966-12-05 | 1969-11-15 | Ciba Geigy | Method for Isolating Cephalosporin C. |
BE759064A (en) * | 1969-12-17 | 1971-05-17 | Lilly Co Eli | A METHOD FOR TRANSFORMING CEPHALOSPORIN C. INTO A DERIVATIVE SOLUBLE IN AN ORGANIC SOLVENT, AND THE COMPOUND WHICH IS |
GB1311268A (en) * | 1971-01-26 | 1973-03-28 | Pfizer | Process for the isolation of n-benzoyl cephalosporin c |
-
1973
- 1973-06-20 CA CA174,531A patent/CA1015745A/en not_active Expired
- 1973-06-22 GB GB2990173A patent/GB1438800A/en not_active Expired
- 1973-06-23 DE DE19732332045 patent/DE2332045A1/en not_active Withdrawn
- 1973-06-26 SE SE7309001A patent/SE420837B/en unknown
- 1973-06-26 FR FR7323340A patent/FR2208909B1/fr not_active Expired
- 1973-06-27 CH CH939373A patent/CH601312A5/xx not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6642020B2 (en) | 2001-04-19 | 2003-11-04 | Bioferma Murcia S.A. | Process for preparing cephalosporin derivatives |
Also Published As
Publication number | Publication date |
---|---|
FR2208909A1 (en) | 1974-06-28 |
CH601312A5 (en) | 1978-07-14 |
CA1015745A (en) | 1977-08-16 |
FR2208909B1 (en) | 1978-01-06 |
SE420837B (en) | 1981-11-02 |
DE2332045A1 (en) | 1974-01-10 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1382840A (en) | Heterocyclic ureidocephalosporins | |
GEP19960475B (en) | Method of preparing hydrated crystalline form of sodium salt of 3-acetoxymethyl-7-/2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido/-ceph-3-em-4-carboxilic acid, sin-isomer | |
GB1391838A (en) | Rearrangement of 6-acylamidopenicillanic acid sulphoxides and production of cephalexin or hetacephalexin | |
ES412859A1 (en) | Process for preparing 7-(alpha-hydroxy-alpha-phenyl)acetamido-3-(1-methyl-1h-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid and derivatives thereof | |
GB1438800A (en) | Cephalosporin derivatives and preparation thereof | |
GB1501144A (en) | Cyclic ether antibiotics | |
GB1481529A (en) | Cephalosporin antibiotic substance and the production thereof | |
GB1304647A (en) | ||
GB1392226A (en) | Derivatives of cephradine and cephalexin and their preparation | |
GB1377715A (en) | Polycyclic lactones and their preparation | |
SE7600585L (en) | PROCEDURE FOR THE PREPARATION OF 7-AMINOCEFALOSPORANIC ACID DERIVATIVES | |
GB1201977A (en) | Penicilloic acid derivatives and a process for the manufacture thereof | |
ES412468A1 (en) | Cephalosporin derivatives | |
GB1340334A (en) | Synthesis of benzazetropolones and hence of kynurenic acids | |
GB1351932A (en) | Chromone-3-carboxylic acids | |
ES396132A1 (en) | Complexes of a-6-deoxy-5-hydroxy tetracycline and their preparation | |
JPS5272886A (en) | Preparation of cephalosporin compound | |
GB1435220A (en) | Process for the preparation of cephalosporanic acid derivatives | |
GB1464793A (en) | Cephem derivatives and a method for the preparation thereof | |
GB1486276A (en) | Production of n-acylpentapeptides by culture of a strain of streptomyces | |
IE42705L (en) | Cephalosporin compounds. | |
GB1333524A (en) | Penicilloic acid derivatives | |
ES435618A1 (en) | Process of making cephamycin C by fermentation | |
GB1388792A (en) | Chloro derivatives of methyl-iso-propyl phenols | |
ES2002912A6 (en) | Acetic acid thioesters as starting materials for cephalosporins |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |