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JPS572291A - Penem-3-carboxylic derivative and its preparation - Google Patents

Penem-3-carboxylic derivative and its preparation

Info

Publication number
JPS572291A
JPS572291A JP7612880A JP7612880A JPS572291A JP S572291 A JPS572291 A JP S572291A JP 7612880 A JP7612880 A JP 7612880A JP 7612880 A JP7612880 A JP 7612880A JP S572291 A JPS572291 A JP S572291A
Authority
JP
Japan
Prior art keywords
formula
protecting group
lower alkyl
amino
compound
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
JP7612880A
Other languages
Japanese (ja)
Other versions
JPH0224832B2 (en
Inventor
Eiji Oki
Sadao Oida
Akira Yoshida
Teruo Hayashi
Shinichi Sugawara
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.)
Sankyo Co Ltd
Original Assignee
Sankyo 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 Sankyo Co Ltd filed Critical Sankyo Co Ltd
Priority to JP7612880A priority Critical patent/JPS572291A/en
Priority to ES502828A priority patent/ES502828A0/en
Priority to US06/271,010 priority patent/US4395418A/en
Priority to CH3723/81A priority patent/CH651037A5/en
Priority to FR8111191A priority patent/FR2483924A1/en
Priority to DE19813122523 priority patent/DE3122523A1/en
Priority to NL8102736A priority patent/NL8102736A/en
Priority to IT67783/81A priority patent/IT1144602B/en
Priority to GB8117447A priority patent/GB2078220B/en
Priority to BE0/205047A priority patent/BE889151A/en
Publication of JPS572291A publication Critical patent/JPS572291A/en
Publication of JPH0224832B2 publication Critical patent/JPH0224832B2/ja
Granted 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • C07D205/09—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a sulfur atom directly attached in position 4
    • 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
    • C07D499/88—Compounds with a double bond between positions 2 and 3 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
    • 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
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/568—Four-membered rings
    • 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)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Oncology (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

NEW MATERIAL:Compounds of formula 1 (R1 is H, lower alkyl; lower alkoxy, lower hydroxyalkyl; R2 is H, lower alkyl; R3 is H, amino-protecting group; A is lower alkyl with branched chains; R4 is H, carboxyl-protecting group) and their pharmacologically permissible salts.
EXAMPLE: 2-(2-Amino-1-methylethylthio)penem-3-carboxylic acid.
USE: Antibacterial and its synthetic intermediate: they are effective against a wide range of pathogenic bacteria including gram-positive and -negative bacteria.
PREPARATION: A compound of formula 6 (R7 is lower alkyl, lower alkoxy; R8 is amino-protecting group; R9 is carboxyl-protecting group; Z+ is trisubstituted phosphonio, diesterified phosphono with a cation) is heated to form the compound of formula 7, which is when necessary, subjected to the removal of protecting groups or the conversion of substituted groups to produce the compound of formula 1.
COPYRIGHT: (C)1982,JPO&Japio
JP7612880A 1980-06-06 1980-06-06 Penem-3-carboxylic derivative and its preparation Granted JPS572291A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
JP7612880A JPS572291A (en) 1980-06-06 1980-06-06 Penem-3-carboxylic derivative and its preparation
ES502828A ES502828A0 (en) 1980-06-06 1981-06-05 A PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF THE ACID PENEN-3-CARBOXILICO.
US06/271,010 US4395418A (en) 1980-06-06 1981-06-05 Penem-3-carboxylic acid derivatives
CH3723/81A CH651037A5 (en) 1980-06-06 1981-06-05 PENEM-3-CARBONIC ACID DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF.
FR8111191A FR2483924A1 (en) 1980-06-06 1981-06-05 PENEME-3-CARBOXYLIC ACID DERIVATIVES, PROCESSES FOR THEIR PREPARATION AND THERAPEUTIC USE THEREOF
DE19813122523 DE3122523A1 (en) 1980-06-06 1981-06-05 PENEM-3-CARBONIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THE SAME
NL8102736A NL8102736A (en) 1980-06-06 1981-06-05 PENEM-3-CARBONIC ACID COMPOUNDS AND THEIR PREPARATION.
IT67783/81A IT1144602B (en) 1980-06-06 1981-06-08 DERIVATIVES OF PENICIL 3 CARBOXYLIC ACID AND PROCEDURE FOR THEIR PREPARATION
GB8117447A GB2078220B (en) 1980-06-06 1981-06-08 Penem-3-carboxylic acid derivatives and their preparation
BE0/205047A BE889151A (en) 1980-06-06 1981-06-09 PENEME-3-CARBOXYLIC ACID DERIVATIVES, PREPARATION METHODS THEREOF AND THERAPEUTIC APPLICATION THEREOF

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP7612880A JPS572291A (en) 1980-06-06 1980-06-06 Penem-3-carboxylic derivative and its preparation

Publications (2)

Publication Number Publication Date
JPS572291A true JPS572291A (en) 1982-01-07
JPH0224832B2 JPH0224832B2 (en) 1990-05-30

Family

ID=13596288

Family Applications (1)

Application Number Title Priority Date Filing Date
JP7612880A Granted JPS572291A (en) 1980-06-06 1980-06-06 Penem-3-carboxylic derivative and its preparation

Country Status (2)

Country Link
JP (1) JPS572291A (en)
BE (1) BE889151A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61180766A (en) * 1985-01-14 1986-08-13 フアーミタリア・カルロ・エルバ・ソシエタ・ペル・アツイオーニ Manufacture of azetidinone intermediate
JPH05310759A (en) * 1983-01-25 1993-11-22 Merck & Co Inc Intermediate for preparation of 2-alkylthiopen-2-em-3-carboxylic acid antibiotic

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05310759A (en) * 1983-01-25 1993-11-22 Merck & Co Inc Intermediate for preparation of 2-alkylthiopen-2-em-3-carboxylic acid antibiotic
JPS61180766A (en) * 1985-01-14 1986-08-13 フアーミタリア・カルロ・エルバ・ソシエタ・ペル・アツイオーニ Manufacture of azetidinone intermediate

Also Published As

Publication number Publication date
JPH0224832B2 (en) 1990-05-30
BE889151A (en) 1981-12-09

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