GB2018764A - Improvements in or relating to cephalosporin compounds - Google Patents

Improvements in or relating to cephalosporin compounds

Info

Publication number
GB2018764A
GB2018764A GB7912215A GB7912215A GB2018764A GB 2018764 A GB2018764 A GB 2018764A GB 7912215 A GB7912215 A GB 7912215A GB 7912215 A GB7912215 A GB 7912215A GB 2018764 A GB2018764 A GB 2018764A
Authority
GB
United Kingdom
Prior art keywords
cephalosporin
compounds
ceph
hydrogen
relating
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
Application number
GB7912215A
Other versions
GB2018764B (en
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 Group Ltd
Original Assignee
Glaxo Group 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
Priority to GB7912215A priority Critical patent/GB2018764B/en
Application filed by Glaxo Group Ltd filed Critical Glaxo Group Ltd
Priority to CH851379A priority patent/CH646975A5/en
Priority to DK392879A priority patent/DK159155C/en
Priority to KR1019790003249A priority patent/KR830000686B1/en
Priority to BE0/197236A priority patent/BE878900A/en
Priority to PT70205A priority patent/PT70205A/en
Priority to IT50306/79A priority patent/IT1164704B/en
Priority to FI792928A priority patent/FI73437C/en
Priority to IL58287A priority patent/IL58287A/en
Priority to GB7932673A priority patent/GB2047682B/en
Priority to US06/077,758 priority patent/US4258183A/en
Priority to ES484321A priority patent/ES484321A1/en
Priority to SE7907815A priority patent/SE445738B/en
Priority to DE19792938065 priority patent/DE2938065A1/en
Priority to JP12021379A priority patent/JPS55136289A/en
Priority to AT0619879A priority patent/AT367424B/en
Priority to NL7907000A priority patent/NL7907000A/en
Priority to FR7923473A priority patent/FR2453176A1/en
Priority to YU02303/79A priority patent/YU230379A/en
Publication of GB2018764A publication Critical patent/GB2018764A/en
Publication of GB2018764B publication Critical patent/GB2018764B/en
Application granted granted Critical
Expired legal-status Critical Current

Links

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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C07F9/65613—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system (X = CH2, O, S, NH) optionally with an additional double bond and/or substituents, e.g. cephalosporins and analogs

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

A process for the preparation of a 3-carbamoyloxymethyl cephalosporin compound comprises reacting a 3- hydroxymethyl cephalosporin with a dihalophosphinyl isocyanate and converting the resulting 3- phosphonocarbamoyloxymethyl cephalosporin reaction product by hydrolysis to the desired compound. The isocyanates used in the process are readily available and easy to handle and thus the process avoids the use of hazardous and/or expensive reagents. Novel intermediates of formula <IMAGE> (in which R<1> is a protected amino group, R<2> is hydrogen or a carboxyl blocking group, R<3> is hydrogen or an alkyl, alkylthio or alkoxy group, Z is S or S->O, and the dotted line indicates that the compounds may be ceph-2-em or ceph-3-em compounds) are formed in the process, and certain of these compounds exhibit antibiotic activity.
GB7912215A 1978-04-07 1979-04-06 Cephalosporin compounds Expired GB2018764B (en)

Priority Applications (19)

Application Number Priority Date Filing Date Title
GB7912215A GB2018764B (en) 1978-04-07 1979-04-06 Cephalosporin compounds
SE7907815A SE445738B (en) 1979-04-06 1979-09-20 PROCEDURE FOR PREPARING A 3-CARBAMOYLOXIMETHYL Cephalosporin Compound
DK392879A DK159155C (en) 1979-04-06 1979-09-20 PROCEDURE FOR THE PREPARATION OF 3-CARBAMOYLOXYMETHYLMEPHALOSPORINE COMPOUNDS
BE0/197236A BE878900A (en) 1979-04-06 1979-09-20 PREPARATION OF CEPHALOSPORINS SUBSTITUTED BY A CARBAMOYLOXYMETHYL GROUP IN POSITION 3
PT70205A PT70205A (en) 1979-04-06 1979-09-20 Improvements in or relating to cephalosporin compounds
IT50306/79A IT1164704B (en) 1979-04-06 1979-09-20 PROCEDURE FOR PREPARING CEPHALOSPORIN COMPOUNDS AND COMPOUNDS SO OBTAINED
FI792928A FI73437C (en) 1979-04-06 1979-09-20 FOERFARANDE FOER FRAMSTAELLNING AV 3-KARBAMOYLOXIMETYLKEFALOSPORINFOERENINGAR.
IL58287A IL58287A (en) 1979-04-06 1979-09-20 Process for the preparation of 3-carbamoyloxymethyl cephalosporin compounds
DE19792938065 DE2938065A1 (en) 1979-04-06 1979-09-20 METHOD FOR PRODUCING CEPHALOSPORINE COMPOUNDS
US06/077,758 US4258183A (en) 1979-04-06 1979-09-20 Process for the preparation of cephalosporin compounds
CH851379A CH646975A5 (en) 1979-04-06 1979-09-20 METHOD FOR PRODUCING CEPHALOSPORINE COMPOUNDS.
KR1019790003249A KR830000686B1 (en) 1979-04-06 1979-09-20 Process for preparing cephalosporin compound
GB7932673A GB2047682B (en) 1979-04-06 1979-09-20 3-carbamoyloxymethyl-cephalosporins
JP12021379A JPS55136289A (en) 1979-04-06 1979-09-20 Manufacture of cephalosporin compound
AT0619879A AT367424B (en) 1979-04-06 1979-09-20 METHOD FOR PRODUCING 3-CARBAMOYLOXYMETHYLCEPHALOSPORINE COMPOUNDS
NL7907000A NL7907000A (en) 1979-04-06 1979-09-20 CEPHALOSPORINES.
FR7923473A FR2453176A1 (en) 1979-04-06 1979-09-20 PROCESS FOR THE PREPARATION OF CEPHALOSPORINS SUBSTITUTED BY A CARBAMOYLOXYMETHYL GROUP IN POSITION 3
ES484321A ES484321A1 (en) 1979-04-06 1979-09-20 Process for the preparation of cephalosporin compounds
YU02303/79A YU230379A (en) 1979-04-06 1979-09-29 Process for obtaining a 3-carbamoyl-oxymethyl cephalosporin compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB1379978 1978-04-07
GB7912215A GB2018764B (en) 1978-04-07 1979-04-06 Cephalosporin compounds

Publications (2)

Publication Number Publication Date
GB2018764A true GB2018764A (en) 1979-10-24
GB2018764B GB2018764B (en) 1982-09-02

Family

ID=26250017

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7912215A Expired GB2018764B (en) 1978-04-07 1979-04-06 Cephalosporin compounds

Country Status (1)

Country Link
GB (1) GB2018764B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2218093A (en) * 1988-05-03 1989-11-08 Glaxo Group Ltd Cephalosporin carbamoylation
WO2001007443A1 (en) * 1999-07-27 2001-02-01 Antibioticos S.P.A. A process for the synthesis of beta-lactam derivatives
AT411996B (en) * 2000-09-11 2004-08-26 Sandoz Ag METHOD FOR PRODUCING CEFUROXIME IN THE FORM OF ITS N-BUTYL LAMONIUM SALTS
CN104072516A (en) * 2014-06-18 2014-10-01 珠海保税区丽珠合成制药有限公司 Method for synthesizing cefuroxime acid

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2218093A (en) * 1988-05-03 1989-11-08 Glaxo Group Ltd Cephalosporin carbamoylation
WO2001007443A1 (en) * 1999-07-27 2001-02-01 Antibioticos S.P.A. A process for the synthesis of beta-lactam derivatives
US6642378B1 (en) 1999-07-27 2003-11-04 Antibioticos S.P.A. Process for the synthesis of beta-lactam derivatives
AT411996B (en) * 2000-09-11 2004-08-26 Sandoz Ag METHOD FOR PRODUCING CEFUROXIME IN THE FORM OF ITS N-BUTYL LAMONIUM SALTS
US6894162B2 (en) 2000-09-11 2005-05-17 Sandoz Gmbh Intermediates in cephalosporin production
CN104072516A (en) * 2014-06-18 2014-10-01 珠海保税区丽珠合成制药有限公司 Method for synthesizing cefuroxime acid

Also Published As

Publication number Publication date
GB2018764B (en) 1982-09-02

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Legal Events

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PCNP Patent ceased through non-payment of renewal fee