GB1467610A - 7-aminocephalosporanic acid and derivatives thereof - Google Patents

7-aminocephalosporanic acid and derivatives thereof

Info

Publication number
GB1467610A
GB1467610A GB3039575A GB3039575A GB1467610A GB 1467610 A GB1467610 A GB 1467610A GB 3039575 A GB3039575 A GB 3039575A GB 3039575 A GB3039575 A GB 3039575A GB 1467610 A GB1467610 A GB 1467610A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
compounds
ester
acyl
reacted
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
GB3039575A
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.)
SANGYO KAGAKU KENKYU KYOKAI
Original Assignee
SANGYO KAGAKU KENKYU KYOKAI
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 SANGYO KAGAKU KENKYU KYOKAI filed Critical SANGYO KAGAKU KENKYU KYOKAI
Publication of GB1467610A publication Critical patent/GB1467610A/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

Compounds of the formula: <IMAGE> in which X is hydrogen, azido or -YR1, Y is oxygen or sulphur and R1 is lower alkyl, acyl or a heterocyclic radical, and Z' is hydrogen or an ester radical, are prepared from corresponding compounds of the formula: <IMAGE> in which R is acyl and Z is hydrogen or the residue of a mixed anhydride or of an ester. To do this, the starting material is reacted with an agent which forms imino halide in the presence of an amine under anhydrous conditions, and the reaction product is reacted with an anhydrous alkanol; the resulting 1-deoxy-7-imino ether compound is then subjected to acid hydrolysis. The hydrolysis simultaneously unblocks the 4-carboxyl group when Z is a mixed anhydride or a readily hydrolysable ester. The compounds are intermediates for the preparation of antibiotics of the cephalosporin series.
GB3039575A 1974-07-24 1975-07-21 7-aminocephalosporanic acid and derivatives thereof Expired GB1467610A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP49085509A JPS5826355B2 (en) 1974-07-24 1974-07-24 7- Aminocephalosporan sanyuudoutaino Seizouhouhou

Publications (1)

Publication Number Publication Date
GB1467610A true GB1467610A (en) 1977-03-16

Family

ID=13860889

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3039575A Expired GB1467610A (en) 1974-07-24 1975-07-21 7-aminocephalosporanic acid and derivatives thereof

Country Status (7)

Country Link
JP (1) JPS5826355B2 (en)
CH (1) CH612977A5 (en)
DE (1) DE2532723A1 (en)
FR (1) FR2279754A1 (en)
GB (1) GB1467610A (en)
IE (1) IE41837B1 (en)
NL (1) NL7508837A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0137534A2 (en) * 1983-10-07 1985-04-17 Gist-Brocades N.V. One-pot process for preparation of 7beta-amino- and 7beta-acylamino- 3-substituted methyl-3-cephem-4-carboxylic acid derivatives and process for deoxygenation of 7beta-acylamino-3-cephem-4-carboxylic acid 1-oxide derivatives
US10308666B2 (en) * 2014-12-23 2019-06-04 Merck Sharp & Dohme Corp. 7-aminocephem derivative compounds

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS53144596A (en) * 1977-05-20 1978-12-15 Meiji Seika Kaisha Ltd Cephalosporanic acid derivatives and process for their preparation
GR70261B (en) * 1977-12-12 1982-09-02 Takeda Chemical Industries Ltd
JPS61116545U (en) * 1985-01-08 1986-07-23
EP0300546B1 (en) * 1987-07-10 1995-08-09 Gist-Brocades N.V. Process for the preparation of cephem compounds and cephalosporin derivatives
IL86941A (en) * 1987-07-10 1993-07-08 Gist Brocades Nv Process for the preparation of cephem compounds and some new cephalosporin derivatives prepared by this process

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0137534A2 (en) * 1983-10-07 1985-04-17 Gist-Brocades N.V. One-pot process for preparation of 7beta-amino- and 7beta-acylamino- 3-substituted methyl-3-cephem-4-carboxylic acid derivatives and process for deoxygenation of 7beta-acylamino-3-cephem-4-carboxylic acid 1-oxide derivatives
EP0137534A3 (en) * 1983-10-07 1986-01-08 Gist - Brocades N.V. One-pot process for preparation of 7beta-amino- and 7beta-acylamino- 3-substituted methyl-3-cephem-4-carboxylic acid derivatives and process for deoxygenation of 7beta-acylamino-3-cephem-4-carboxylic acid 1-oxide derivatives
US10308666B2 (en) * 2014-12-23 2019-06-04 Merck Sharp & Dohme Corp. 7-aminocephem derivative compounds

Also Published As

Publication number Publication date
CH612977A5 (en) 1979-08-31
JPS5826355B2 (en) 1983-06-02
JPS5113790A (en) 1976-02-03
DE2532723A1 (en) 1976-02-12
NL7508837A (en) 1976-01-27
IE41837B1 (en) 1980-04-09
IE41837L (en) 1976-01-24
FR2279754A1 (en) 1976-02-20

Similar Documents

Publication Publication Date Title
GB1467610A (en) 7-aminocephalosporanic acid and derivatives thereof
GB1363222A (en) Substituted sulphonylacetamido cephalosporins
ES459261A1 (en) Novel 3-acyloxymethyl-cephem compounds useful as intermediates for preparing cephalosporin antibiotics
GB1269147A (en) Novel 2-acyloxycephalosporin compounds having antibiotic activity, intermediates useful in their preparation and process for preparing said compounds and intermediates
DE2965574D1 (en) Adamantylalkyloxy-carbonyl derivatives, their preparation and their use for the production of peptides
ES485650A1 (en) Process for the preparation of 1,2,3-thiadiazol-5-yl ureas
GB1525626A (en) Tetrazolethiomethyl cephalosporin compounds
HUT41015A (en) Process for preparing amino-thiazole-acetic acid derivatives
GB1457238A (en) Cephalosporin derivatives
ES428213A1 (en) Dialkylaminoalkyl esters of penicillin and process for the preparation thereof
ES447615A1 (en) Derivatives of 7-aminocephalosporanic acid
SE7600585L (en) PROCEDURE FOR THE PREPARATION OF 7-AMINOCEFALOSPORANIC ACID DERIVATIVES
ES419782A1 (en) Esters and amides of 3-aryl-1,4 benzodioxan-2-carboxylic acids
GB1269697A (en) Preparation of cephalosporin compounds
ES8301995A1 (en) Bis-tetrazolemethyl substituted beta-lactam antibiotics, their preparation and pharmaceutical formulations containing them.
GB1464962A (en) Acyl derivatives of antibiotic ws-4545
GB2018764A (en) Improvements in or relating to cephalosporin compounds
GB2017103A (en) Cephalosporin analogues
ES8306377A1 (en) Bis-tetrazoylmethyl substituted cephalosporin antibiotics, their preparation and pharmaceutical formulations containing them.
GB1482388A (en) Method of producing 6-beta-amidinopenicillanic acid derivatives
GB1364088A (en) 3-substituted-thio-methyl-3-cephem-4-carboxylic acid derivatives and preparation thereof
IE831225L (en) Preparation of penicillin and cephalosporin compounds and¹intermediates
GB1464793A (en) Cephem derivatives and a method for the preparation thereof
ES441965A1 (en) Acyl derivatives of clavulanic acid methods for their preparation and compositions containing them
ES455177A1 (en) Process for preparing 3-acycloxymethyl-2-cephem compounds

Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee