ES428800A1 - N-deacylation of 7-acylamido-3-hydroxy-methyl cephalosporins - Google Patents

N-deacylation of 7-acylamido-3-hydroxy-methyl cephalosporins

Info

Publication number
ES428800A1
ES428800A1 ES428800A ES428800A ES428800A1 ES 428800 A1 ES428800 A1 ES 428800A1 ES 428800 A ES428800 A ES 428800A ES 428800 A ES428800 A ES 428800A ES 428800 A1 ES428800 A1 ES 428800A1
Authority
ES
Spain
Prior art keywords
acylamido
deacylation
group
hydroxy
iminoether
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
Application number
ES428800A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Glaxo Laboratories Ltd
Original Assignee
Glaxo Laboratories 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
Application filed by Glaxo Laboratories Ltd filed Critical Glaxo Laboratories Ltd
Publication of ES428800A1 publication Critical patent/ES428800A1/en
Expired legal-status Critical Current

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
    • C07D501/18—7-Aminocephalosporanic or substituted 7-aminocephalosporanic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

A process for the N-deacylation of 7-acylamido-3-hydroxymethylcephalosporins, in which, in a multi-stage process, the 7-amino group is liberated and the hydroxyl group in the 3-hydroxymethyl group is replaced by a halogen atom. First, the starting compound is reacted with an imide-halide-forming reagent in the presence of a base and thereafter the imide-halide formed is reacted with an iminoether-forming compound, after which the iminoether thus obtained is cleaved hydrolytically. The products of the process may be used as starting material or as precursors for the preparation of antibiotically active cephalosporins. To prepare cephaloridine and cefalozine, the product of the process is first N-acylated in an appropriate manner, after which the halogen atom in the 3-halogenomethyl group is replaced by the appropriate radical.
ES428800A 1973-08-01 1974-07-31 N-deacylation of 7-acylamido-3-hydroxy-methyl cephalosporins Expired ES428800A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3649773A GB1459212A (en) 1973-08-01 1973-08-01 N-deacylation of 7-acylamido-3-hydroxy-methyl cephalosporins

Publications (1)

Publication Number Publication Date
ES428800A1 true ES428800A1 (en) 1976-12-01

Family

ID=10388710

Family Applications (1)

Application Number Title Priority Date Filing Date
ES428800A Expired ES428800A1 (en) 1973-08-01 1974-07-31 N-deacylation of 7-acylamido-3-hydroxy-methyl cephalosporins

Country Status (13)

Country Link
JP (1) JPS6326112B2 (en)
AT (1) AT338973B (en)
BE (1) BE818366A (en)
CH (1) CH614958A5 (en)
DE (1) DE2436771C2 (en)
DK (1) DK146853C (en)
ES (1) ES428800A1 (en)
FR (1) FR2254574B1 (en)
GB (1) GB1459212A (en)
IE (1) IE40644B1 (en)
NL (1) NL7410295A (en)
SE (1) SE431754B (en)
ZA (1) ZA744904B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0238060B1 (en) 1986-03-19 1992-01-08 Banyu Pharmaceutical Co., Ltd. Cephalosporin derivatives, processes for their preparation and antibacterial agents
JP4659959B2 (en) * 2000-09-29 2011-03-30 大塚化学株式会社 3-CEPHEM COMPOUND AND PROCESS FOR PRODUCING THE SAME

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK118506B (en) * 1963-02-18 1970-08-31 Ciba Geigy Process for the preparation of 7-aminocephalosporanic acid or esters thereof.
GB1241657A (en) * 1967-08-21 1971-08-04 Glaxo Lab Ltd Improvements in or relating to cephalosporin compounds

Also Published As

Publication number Publication date
DK146853B (en) 1984-01-23
IE40644L (en) 1975-02-01
JPS5076089A (en) 1975-06-21
BE818366A (en) 1975-02-03
FR2254574A1 (en) 1975-07-11
FR2254574B1 (en) 1977-10-14
CH614958A5 (en) 1979-12-28
ZA744904B (en) 1975-08-27
SE7409887L (en) 1975-02-03
ATA628474A (en) 1977-01-15
DE2436771A1 (en) 1975-02-20
GB1459212A (en) 1976-12-22
DK146853C (en) 1984-08-06
JPS6326112B2 (en) 1988-05-27
AT338973B (en) 1977-09-26
AU7188174A (en) 1976-02-05
SE431754B (en) 1984-02-27
NL7410295A (en) 1975-02-04
DK408774A (en) 1975-04-01
IE40644B1 (en) 1979-07-18
DE2436771C2 (en) 1985-10-10

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