GB1057028A - New penicillins - Google Patents

New penicillins

Info

Publication number
GB1057028A
GB1057028A GB40261/62A GB4026162A GB1057028A GB 1057028 A GB1057028 A GB 1057028A GB 40261/62 A GB40261/62 A GB 40261/62A GB 4026162 A GB4026162 A GB 4026162A GB 1057028 A GB1057028 A GB 1057028A
Authority
GB
United Kingdom
Prior art keywords
amino
acid
penicillin
protecting group
substituted
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
GB40261/62A
Inventor
Roy Sherlock
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.)
Distillers Co Yeast Ltd
Distillers Co Ltd
Original Assignee
Distillers Co Yeast Ltd
Distillers Co 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 Distillers Co Yeast Ltd, Distillers Co Ltd filed Critical Distillers Co Yeast Ltd
Priority to GB40261/62A priority Critical patent/GB1057028A/en
Publication of GB1057028A publication Critical patent/GB1057028A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A new penicillin 6-(b -amino-b -phenylpropionamido) penicillanic acid, and its non-toxic salts, are prepared by coupling 6-amino-penicillanic acid or a salt thereof with an amino substituted b -amino-b -phenylpropionic acid, or a functional derivative thereof of formula <FORM:1057028/C2/1> where X is a protecting group for the amino radical and thereafter removing the protecting group to yield the desired penicillin. Coupling is by (a) acylation with acid halide, azide or anhydride of the said b -amino-b -phenylpropionic acid or a mixed anhydride thereof with another carboxylic acid, e.g. ethoxyformic acid, or (b) acylation with above reactants in the presence of a carbodiimide, e.g. dicyclohexyl-carbodiimide. The amino radical protecting group is of formula R.O.CO- where R is alkyl, benzyl, substituted benzyl, phenyl, substituted phenyl or trityl and may be removed by catalytic hydrogenation. The penicillin has similar acid stability to penicillin V and is active against penicillin V- or G-resistant microorganisms. It may be mixed with pharmaceutical diluents. Typical salts are the sodium, potassium, calcium, procaine or N,N1-dibenzylethylene diamine salts.
GB40261/62A 1962-10-24 1962-10-24 New penicillins Expired GB1057028A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB40261/62A GB1057028A (en) 1962-10-24 1962-10-24 New penicillins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB40261/62A GB1057028A (en) 1962-10-24 1962-10-24 New penicillins

Publications (1)

Publication Number Publication Date
GB1057028A true GB1057028A (en) 1967-02-01

Family

ID=10414015

Family Applications (1)

Application Number Title Priority Date Filing Date
GB40261/62A Expired GB1057028A (en) 1962-10-24 1962-10-24 New penicillins

Country Status (1)

Country Link
GB (1) GB1057028A (en)

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