FR2052673A5 - Ampicillin prodn in improved yields - starting from the triphenylmethyl ester of a natural penicillin - Google Patents

Ampicillin prodn in improved yields - starting from the triphenylmethyl ester of a natural penicillin

Info

Publication number
FR2052673A5
FR2052673A5 FR7022142A FR7022142A FR2052673A5 FR 2052673 A5 FR2052673 A5 FR 2052673A5 FR 7022142 A FR7022142 A FR 7022142A FR 7022142 A FR7022142 A FR 7022142A FR 2052673 A5 FR2052673 A5 FR 2052673A5
Authority
FR
France
Prior art keywords
ampicillin
prodn
starting
improved yields
natural penicillin
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
FR7022142A
Other languages
French (fr)
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.)
Yamanouchi Pharmaceutical Co Ltd
Original Assignee
Yamanouchi Pharmaceutical 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 Yamanouchi Pharmaceutical Co Ltd filed Critical Yamanouchi Pharmaceutical Co Ltd
Application granted granted Critical
Publication of FR2052673A5 publication Critical patent/FR2052673A5/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic 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
    • C07D499/21Heterocyclic 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 with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D499/44Compounds with an amino radical acylated by carboxylic acids, attached in position 6
    • C07D499/48Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
    • C07D499/58Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
    • C07D499/64Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms
    • C07D499/68Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms with aromatic rings as additional substituents on the carbon chain
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic 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
    • C07D499/04Preparation
    • C07D499/10Modification of an amino radical directly attached in position 6
    • C07D499/12Acylation

Landscapes

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

Abstract

A triphenylmethyl ester or a bis(p-methoxy-phenyl) methyl ester of natural penicillin is reacted with a phosphorus halide. The resulting iminohalo-compound is reacted with a lower alcohol and this hydrochloride followed by hydrolysis. Ampicillin is an antibiotic.
FR7022142A 1969-06-16 1970-06-16 Ampicillin prodn in improved yields - starting from the triphenylmethyl ester of a natural penicillin Expired FR2052673A5 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP4683669 1969-06-16
JP4911069 1969-06-21
JP6414569 1969-08-15
JP2215270 1970-03-16
JP2325070 1970-03-19

Publications (1)

Publication Number Publication Date
FR2052673A5 true FR2052673A5 (en) 1971-04-09

Family

ID=27520416

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7022142A Expired FR2052673A5 (en) 1969-06-16 1970-06-16 Ampicillin prodn in improved yields - starting from the triphenylmethyl ester of a natural penicillin

Country Status (3)

Country Link
AT (1) AT303960B (en)
DE (1) DE2029195B2 (en)
FR (1) FR2052673A5 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1377661A (en) * 1971-06-05 1974-12-18 Yamanouchi Pharma Co Ltd Oxofuryl ester derivatives of penicillin and cephalosporin
JPS538717B1 (en) * 1971-06-15 1978-03-31

Also Published As

Publication number Publication date
DE2029195A1 (en) 1970-12-17
DE2029195B2 (en) 1976-05-06
AT303960B (en) 1972-11-15

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Legal Events

Date Code Title Description
ST Notification of lapse