GB1356737A - Process for producing penicillins and cephalosporins - Google Patents

Process for producing penicillins and cephalosporins

Info

Publication number
GB1356737A
GB1356737A GB1494172A GB1494172A GB1356737A GB 1356737 A GB1356737 A GB 1356737A GB 1494172 A GB1494172 A GB 1494172A GB 1494172 A GB1494172 A GB 1494172A GB 1356737 A GB1356737 A GB 1356737A
Authority
GB
United Kingdom
Prior art keywords
acid
general formula
group
aryloxy
aryl
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
GB1494172A
Inventor
T Ishimaru
Y Kodama
T Maeda
S Takano
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.)
Toyama Chemical Co Ltd
Original Assignee
Toyama Chemical 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 Toyama Chemical Co Ltd filed Critical Toyama Chemical Co Ltd
Publication of GB1356737A publication Critical patent/GB1356737A/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)
  • Cephalosporin Compounds (AREA)

Abstract

1356737 Preparation of penicillins and cephalosporins TOYAMA CHEMICAL CO Ltd 30 March 1972 [15 April 1971 (2)] 14941/72 Heading C2A The invention comprises a process for the production of penicillins and cephalosporins wherein salts of 6-aminopenicillanic acid and 7-aminocephalosporanic acid are reacted with trivalent phosphorus compounds of the general Formula III wherein R<SP>4</SP> is alkyl, haloalkyl, aryl, aralkyl, alkyloxy, haloalkyloxy, aryloxy, aralkyloxy or dialkylamino, R<SP>5</SP> is alkyl, haloalkyl, aryl, aralkyl, alkyloxy, aryloxy, haloalkyloxy, aralkyloxy, dialkylamino or halogen, or R<SP>4</SP> and R<SP>5</SP> may jointly form a ring and X is halogen, to protect the carboxylic group of the 6-aminopenicillanic acid or the 7-aminocephalosporanic acid and then reacting the product obtained with acylating derivatives of carboxylic acids and then solubilizing the product to remove the protective group or the carboxylic acid to form penicillins and cephalosporins respectively. The invention also comprises a producing a penicillin or cephalosporin of general Formula I wherein Y is V or VI and in which formulae R is hydrogen, halogen, azido, acyloxy, alkoxy, aryloxy or S-R<SP>1</SP> (R<SP>1</SP> is alkyl, aryl or heterocyclic group), each of R<SP>1</SP> and R<SP>2</SP> signifies hydrogen or substituted alkyl, aryl, aralkyl, aryloxy, cycloalkane or heterocyclic group, or R<SP>1</SP> and R<SP>2</SP> may jointly form a ring, R<SP>3</SP> is hydrogen, halogen, hydroxyl, amino, alkylamino, azido, cyano, alkyloxy, alkylthio, aryloxycarbonyl. aralkyloxycarbonyl or alkoxycarbonyl and n is 0 or 1 in which salts of 6- aminopenicillanic acid or 7-aminocephalosporanic acid having the general Formula II with trivalent phosphorus compounds of the general Formula III to protect the carboxyl group of the 6-aminopenicillanic acid or 7- aminocephalosporanic acid, then reacting the intermediate product with acylating derivatives of carboxylic acids of the general Formula VII wherein R<SP>6</SP> is K<SP>3</SP> or a protected amino group and then solubilizing the product to remove the protecting group.
GB1494172A 1971-04-15 1972-03-30 Process for producing penicillins and cephalosporins Expired GB1356737A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2414071A JPS531278B1 (en) 1971-04-15 1971-04-15

Publications (1)

Publication Number Publication Date
GB1356737A true GB1356737A (en) 1974-06-12

Family

ID=12129999

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1494172A Expired GB1356737A (en) 1971-04-15 1972-03-30 Process for producing penicillins and cephalosporins

Country Status (3)

Country Link
JP (1) JPS531278B1 (en)
GB (1) GB1356737A (en)
ZA (1) ZA722424B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0628561A1 (en) * 1993-06-10 1994-12-14 Lucky Ltd. Process for preparing cephalosporin compounds from reactive organic acid derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0628561A1 (en) * 1993-06-10 1994-12-14 Lucky Ltd. Process for preparing cephalosporin compounds from reactive organic acid derivatives

Also Published As

Publication number Publication date
ZA722424B (en) 1973-03-28
JPS531278B1 (en) 1978-01-17

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years