GB2017099A - beta -Lactam antibiotics preparation - Google Patents

beta -Lactam antibiotics preparation

Info

Publication number
GB2017099A
GB2017099A GB7909877A GB7909877A GB2017099A GB 2017099 A GB2017099 A GB 2017099A GB 7909877 A GB7909877 A GB 7909877A GB 7909877 A GB7909877 A GB 7909877A GB 2017099 A GB2017099 A GB 2017099A
Authority
GB
United Kingdom
Prior art keywords
beta
clavulanic acid
lactam antibiotics
derivatives
preparation
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
GB7909877A
Other versions
GB2017099B (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
Application filed by Glaxo Group Ltd filed Critical Glaxo Group Ltd
Priority to GB7909877A priority Critical patent/GB2017099B/en
Publication of GB2017099A publication Critical patent/GB2017099A/en
Application granted granted Critical
Publication of GB2017099B publication Critical patent/GB2017099B/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D503/00Heterocyclic compounds containing 4-oxa-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxapenicillins, clavulanic acid derivatives; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

Abstract

A process for the preparation of beta -lactam antibiotics that are derivatives of clavulanic acid is described. The azido derivatives of clavulanic acid (I> <IMAGE> wherein R is a carboxyl or esterified or salified carboxyl group are prepared by reacting an ester of clavulanic acid with a source of azide ions, a trivalent phosphorus reagent, for example a triaryl phosphine, and an azodicarbonyl reagent such as a dialkylazodicarboxylate or azodiaroyl, followed optionally by deesterification and salification. Reaction to form the azide takes place in one step and provides yields much improved over known reactions.
GB7909877A 1978-03-22 1979-03-21 Lactam antibiotic preparation Expired GB2017099B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB7909877A GB2017099B (en) 1978-03-22 1979-03-21 Lactam antibiotic preparation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB1144278 1978-03-22
GB7909877A GB2017099B (en) 1978-03-22 1979-03-21 Lactam antibiotic preparation

Publications (2)

Publication Number Publication Date
GB2017099A true GB2017099A (en) 1979-10-03
GB2017099B GB2017099B (en) 1982-08-18

Family

ID=26248291

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7909877A Expired GB2017099B (en) 1978-03-22 1979-03-21 Lactam antibiotic preparation

Country Status (1)

Country Link
GB (1) GB2017099B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997010247A1 (en) * 1995-09-15 1997-03-20 Smithkline Beecham P.L.C. Clavulanic acid derivatives for treating atherosclerosis

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997010247A1 (en) * 1995-09-15 1997-03-20 Smithkline Beecham P.L.C. Clavulanic acid derivatives for treating atherosclerosis

Also Published As

Publication number Publication date
GB2017099B (en) 1982-08-18

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Legal Events

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