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KR940019681A - 베타-락탐 화합물의 제조방법 및 그의 중간체 - Google Patents

베타-락탐 화합물의 제조방법 및 그의 중간체 Download PDF

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KR940019681A
KR940019681A KR1019940002353A KR19940002353A KR940019681A KR 940019681 A KR940019681 A KR 940019681A KR 1019940002353 A KR1019940002353 A KR 1019940002353A KR 19940002353 A KR19940002353 A KR 19940002353A KR 940019681 A KR940019681 A KR 940019681A
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South Korea
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optionally substituted
formula
compound
optionally
hydrogen
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KR100289512B1 (ko
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마사하루 구메
다다또시 구보따
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시오노 요시히꼬
시오노기 세이야꾸 가부시끼가이샤
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    • 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
    • C07D205/12—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • 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
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C07F9/65611—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system (X = CH2, O, S, NH) optionally with an additional double bond and/or substituents, e.g. penicillins and analogs
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/02—Preparation
    • C07D477/04—Preparation by forming the ring or condensed ring systems
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Cephalosporin Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

본 발명은 하기 일반식(II)의 아제티디논 유도체를 고리화 반응시킴을 포함하는 하기 일반식(I)의 β-락탐 화합물의 제조방법에 관한 것이다:
상기식에서, R1은 수소, 임의로 치환되는 알킬, 또는 임의로 치환되는 아미노이고, R2는 카복시 보호기이며, R3은 임의로 치환되는 아릴이고, X는 -O- 또는 -S-가 임의로 사이에 삽입되고/되거나 임의로 치환되는 알킬렌이다.

Description

베타-락탐 화합물의 제조방법 및 그의 중간체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (7)

  1. 하기 일반식(II)의 아제티디논 유도체를 고리화 반응시킴을 포함하는 하기 일반식(I)의 β-락탐 화합물의 제조방법.
    상기식에서, R1은 수소, 임의로 치환되는 알킬, 또는 임의로 치환되는 아미노이고, R2는 카복시 보호기이며, R3은 임의로 치환되는 아릴이고, X는 -O- 또는 -S-가 임의로 사이에 삽입되고/되거나 임의로 치환되는 알킬렌이다.
  2. 제1항에 있어서, 촉매의 존재하에서 고리화반응을 수행하는 방법.
  3. 제1항에 있어서, 아제티디논 유도체가 하기 일반식(III)의 화합물을 일반식 R3-I(Q)2(여기서, R3및 Q는 하기 정의한 바와 같다)의 화합물과 반응시켜 제조되는 방법 :
    상기식에서, R1은 수소, 임의로 치환되는 알킬, 또는 임의로 치환되는 아미노이고, R2는 카복시 보호기이며, R3은 임의로 치환되는 아릴이고, X는 -O- 또는 -S-가 임의로 사이에 삽입되고/되거나 임의로 치환되는 알킬렌이고, Q는 산의 음이온 부분에서 유도된 치환기이다.
  4. 제1항 내지 제3항중 어느 한 항에 있어서, R3이 페닐이고, Q가 아세틸옥시인 방법.
  5. 하기 일반식(II)의 아제티디논 유도체 화합물 :
    상기식에서, R1은 수소, 임의로 치환되는 알킬, 또는 임의로 치환되는 아미노이고, R2는 카복시 보호기이며, R3은 임의로 치환되는 아릴이고, X는 -O- 또는 -S-가 임의로 사이에 삽입되고/되거나 임의로 치환되는 알킬렌이다.
  6. 제5항에 있어서, R3가 페닐인 화합물.
  7. 하기 일반식(III)의 화합물을 일반식 R3-I(Q)2(여기서 R3및 Q는 하기 정의한 바와 같다)의 화합물과 반응시킴을 포함하는 제5항의 아제티디논 유도체의 제조방법:
    상기식에서, R1은 수소, 임의로 치환되는 알킬, 또는 임의로 치환되는 아미노이고, R2는 카복시 보호기이며, R3은 임의로 치환되는 아릴이고, X는 -O- 또는 -S-가 임의로 사이에 삽입되고/되거나 임의로 치환되는 알킬렌이고, Q는 산의 음이온 부분으로부터 유도된 치환기이다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019940002353A 1993-02-10 1994-02-08 베타-락탐화합물의제조방법및그의중간체 Expired - Fee Related KR100289512B1 (ko)

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JP2245193 1993-02-10
JP93-22451 1993-02-10

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KR940019681A true KR940019681A (ko) 1994-09-14
KR100289512B1 KR100289512B1 (ko) 2001-09-17

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KR1019940002353A Expired - Fee Related KR100289512B1 (ko) 1993-02-10 1994-02-08 베타-락탐화합물의제조방법및그의중간체

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US (1) US5580976A (ko)
EP (1) EP0611115B1 (ko)
KR (1) KR100289512B1 (ko)
CN (1) CN1045444C (ko)
AT (1) ATE200674T1 (ko)
DE (1) DE69427100T2 (ko)
ES (1) ES2157952T3 (ko)
PT (1) PT611115E (ko)
TW (1) TW277059B (ko)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PT2326648E (pt) * 2008-07-30 2012-10-31 Ranbaxy Lab Ltd Processo de preparação de compostos de carbapenem
WO2011048583A1 (en) 2009-10-23 2011-04-28 Ranbaxy Laboratories Limited Process for the preparation of carbapenem compounds
WO2017132321A1 (en) 2016-01-29 2017-08-03 The Johns Hopkins University Novel inhibitors of bacterial growth

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4122086A (en) * 1977-07-26 1978-10-24 Smithkline Corporation Isopenicillins
US5317016A (en) * 1991-08-20 1994-05-31 Shionogi Seiyaku Kabushiki Kaisha Pyrrolidylthiocarbapenem derivative

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TW277059B (ko) 1996-06-01
KR100289512B1 (ko) 2001-09-17
EP0611115B1 (en) 2001-04-18
CN1045444C (zh) 1999-10-06
ATE200674T1 (de) 2001-05-15
ES2157952T3 (es) 2001-09-01
DE69427100D1 (de) 2001-05-23
PT611115E (pt) 2001-07-31
CN1097424A (zh) 1995-01-18
EP0611115A1 (en) 1994-08-17
DE69427100T2 (de) 2001-11-22
US5580976A (en) 1996-12-03

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