KR900016224A - 페넴 화합물의 제조방법 - Google Patents

페넴 화합물의 제조방법 Download PDF

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Publication number
KR900016224A
KR900016224A KR1019900005962A KR900005962A KR900016224A KR 900016224 A KR900016224 A KR 900016224A KR 1019900005962 A KR1019900005962 A KR 1019900005962A KR 900005962 A KR900005962 A KR 900005962A KR 900016224 A KR900016224 A KR 900016224A
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South Korea
Prior art keywords
alkyl
alkoxy
cycloalkyl
phenyl
compound
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KR1019900005962A
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English (en)
Inventor
하인츠 부트 칼
뒤르크하이머 발터
피셔 게르트
헤르라인 롤프
키르쉬테터 라이너
라트렐 루돌프
Original Assignee
엔겔하르트, 벡커
훽스트 아크티엔게젤샤프트
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Priority claimed from DE19893914389 external-priority patent/DE3914389A1/de
Priority claimed from DE19893917287 external-priority patent/DE3917287A1/de
Application filed by 엔겔하르트, 벡커, 훽스트 아크티엔게젤샤프트 filed Critical 엔겔하르트, 벡커
Publication of KR900016224A publication Critical patent/KR900016224A/ko

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    • 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
    • C07D499/06Preparation by forming the ring or condensed ring systems
    • 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
    • C07D499/88Compounds 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Oncology (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pens And Brushes (AREA)

Abstract

내용 없음.

Description

페넴 화합물의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. 일반식(Ⅱ)의 화합물을 일반식(Ⅲ)의 3가 유기인 화합물과 반응시킴을 특징으로 하여, 일반식(Ⅰ)의 페넴 화합물을 제조하는 방법.
    상기식에서, R1는 수소, (C1-C4)-알킬, (C1-C12)-알콕시, (C1-C12)-알킬티오, 펜옥시, 페닐[여기서, 페니 환은 비치환되거나 카복실, (C1-C4)-알콕시카보닐, 알릴옥시카보닐, 아미노카보닐, (C1-C4)-알킬아미노카보닐, 시아노, F, Cl 또는 Br에의해 일 또는 이치환된다], (C3-C6)-사이클로알킬, (C3-C6)-사이클로알킬옥시, 포화되거나 단일 또는 이중 불포화된 (C5-C6)-옥사시이클로 알킬, (C3-C6)-옥사사이클로알킬 (C3-C6)-[1,1-비스-(C1-C3)-알킬옥시]사이클로알킬, (C3-C6)-[(C1-C3)-알킬아미노]사이클로알킬, (C3-C6)-[아릴이미노]사이클로알킬, (C3-C6)-하이드록시이미노사이클로알킬, 또는 (C3-C6)-(C1-C3-알킬옥시아미노)사이클로알킬[여기서, 사이클로알킬, 라디칼은 비치환되건, C1-C3-알킬, (C1-C3)-알콕시, 할로겐 또는 메틸렌에 의해 일 또는 이치환되고, 포화되거나 1 또는 2개의 이중결합을 함유할 수 있다]이고, R2는 수소이거나, 가수분해, 광분해, 산화, 환원 또는 효소적으로 제거될수 있는 통상적인 카복실 보호그룹이고; R3는 수소, (C1-C4)-알킬, (C1-C4)-알케닐,(C1-C4)-알콕시, (C1-C7)-사이클로알킬, 페닐, 2-옥소-1,3-디옥솔릴, 트리아졸릴, 티아졸릴, 아미노, 아실아미노 또는 알콕시이고, X는 산소 또는 황이고, R6는 (C1-C4)-알킬이거나, (C1-C3)-알킬 또는 (C1-C3)-알콕시에 의해 치환될수 있는 페닐이고, R4및 R5는 동일하거나 상이하며, (C1-C4)-알킬, 알릴 또는 벤질이거나, (C1-C3)-알킬 또는 (C1-C3)-알콕시에 의해 치환될수 있는 페닐이다.
  2. 제1항에 있어서, 화합물(Ⅱ)와 (Ⅲ)의 반응을 유기용매 중에서 수행하는 방법.
  3. 제1항에 있어서, 반응을 10 내지 160℃에서 수행하는 방법.
  4. 제1항에 있어서, R1는 수소, (C1-C4)-알킬, (C1-C4)-알콕시, (C1-C3)-알킬티오, 펜옥시, 페닐[여기서, 페닐환은 (C1-C4)-알콕시카보닐, 아미노카보닐 또는 시아노에 의해 치환된다], (C5-C6)-옥사사이클로 알킬, (C4-C6)-옥소사이클로알킬, 3-하이드록시아미노사이클로부틸, 3-메톡시이미노사이클로부틸, 3,3-디메톡시사이클로부틸, 3-메톡시-2-사이클로부텐-1-일, 2-메톡시-1-사이클로부텐-1-일 또는 4-메톡시-3-사이클로헥센-1일 이고, R3는 1-하이드록시에틸(여기서, OH 그룹은 유리되거나, 트리메틸실릴, 디페닐-3급-부틸실릴, 알릴옥시카보닐, 트리클로로에톡시카보닐 또는 4-니트로벤젠옥시카보닐에 의해 보호된다), (C1-C3)-알콕시 또는 (C1-C3)-알케닐인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019900005962A 1989-04-29 1990-04-27 페넴 화합물의 제조방법 KR900016224A (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE39143899 1989-04-29
DE19893914389 DE3914389A1 (de) 1989-04-29 1989-04-29 Verfahren zur herstellung von penemverbindungen
DE3917287.2 1989-05-27
DE19893917287 DE3917287A1 (de) 1989-05-27 1989-05-27 Verfahren zur herstellung von penemverbindungen

Publications (1)

Publication Number Publication Date
KR900016224A true KR900016224A (ko) 1990-11-13

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ID=25880482

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019900005962A KR900016224A (ko) 1989-04-29 1990-04-27 페넴 화합물의 제조방법

Country Status (8)

Country Link
EP (1) EP0399228A1 (ko)
JP (1) JPH02306978A (ko)
KR (1) KR900016224A (ko)
AU (1) AU620982B2 (ko)
CA (1) CA2015580A1 (ko)
FI (1) FI902110A0 (ko)
NO (1) NO173871C (ko)
PT (1) PT93893A (ko)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3839987A1 (de) * 1988-11-26 1990-05-31 Hoechst Ag Penemderivate und verfahren zu ihrer herstellung
KR0177844B1 (ko) * 1990-08-20 1999-03-20 도리이 신이치로 항균성 페넴화합물
ATE242251T1 (de) * 1990-08-20 2003-06-15 Daiichi Suntory Pharma Co Ltd Antibakterielle penem-ester-derivate
GB9216102D0 (en) * 1992-07-29 1992-09-09 Smithkline Beecham Plc Pharmaceutical substances
AU2003227220A1 (en) * 2002-03-26 2003-10-08 Daiichi Suntory Pharma Co., Ltd Process for producing cyclic compound

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8321677D0 (en) * 1983-08-11 1983-09-14 Erba Farmitalia Preparation of penems
US4806637A (en) * 1986-03-17 1989-02-21 Schering Corporation 6-(Hydroxyethyl)-2-(heterocyclylthio)-penem-3-carboxylates
GB2195627A (en) * 1986-08-12 1988-04-13 Hoechst Uk Ltd Penem derivatives
EP0275002A1 (en) * 1987-01-09 1988-07-20 Hoechst Aktiengesellschaft Process for the production of 7-oxo-4-thia-1-aza-bicyclo [3.2.0] hept-2-ene derivatives

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Publication number Publication date
NO901893L (no) 1990-10-30
NO901893D0 (no) 1990-04-27
FI902110A0 (fi) 1990-04-26
NO173871B (no) 1993-11-08
JPH02306978A (ja) 1990-12-20
AU620982B2 (en) 1992-02-27
EP0399228A1 (de) 1990-11-28
AU5390690A (en) 1990-11-01
NO173871C (no) 1994-02-16
CA2015580A1 (en) 1990-10-29
PT93893A (pt) 1990-11-20

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