KR970027083A - 페넴 유도체 및 이의 제조방법 - Google Patents

페넴 유도체 및 이의 제조방법 Download PDF

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Publication number
KR970027083A
KR970027083A KR1019950039975A KR19950039975A KR970027083A KR 970027083 A KR970027083 A KR 970027083A KR 1019950039975 A KR1019950039975 A KR 1019950039975A KR 19950039975 A KR19950039975 A KR 19950039975A KR 970027083 A KR970027083 A KR 970027083A
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South Korea
Prior art keywords
formula
compound
protecting group
compounds
penem
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KR1019950039975A
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English (en)
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KR0180583B1 (ko
Inventor
이철해
이동하
김재학
김경숙
김영숙
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강박광
재단법인 한국화학연구소
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Priority to KR1019950039975A priority Critical patent/KR0180583B1/ko
Publication of KR970027083A publication Critical patent/KR970027083A/ko
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Publication of KR0180583B1 publication Critical patent/KR0180583B1/ko

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    • 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
    • C07D499/04—Preparation
    • 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
    • C07D499/86—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 with only atoms other than nitrogen atoms 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
    • C07D499/861—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 with only atoms other than nitrogen atoms 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 with a hydrocarbon radical or a substituted hydrocarbon radical, directly attached in position 6
    • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

본 발명은 하기 일반식(1)의 페넴 유도체, 이의 제조 방법 및 이를 포함하는 약제학적 조성물에 관한 것으로, 하기 일반식(2)의 포밀 페넴 화합물을 R2M과 반응시켜 하기 일반식(3)의 2차 알코올을 얻고, 이 화합물로부터 히드록시 보호기 및 카르복실 보호기를 제거하는 단계를 포함하는 방법에 의해 제조되는 일반식(1)의 화합물은 공지의 베타락탐 항생물질에 내성을 갖는 박테리아에 강력한 항균 효과를 나타내며 안정성이 뛰어나다.

Description

페넴 유도체 및 이의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (5)

  1. 하기 일반식(1)의 페넴 유도체 화합물:
    상기 식에서, R은 C1-C3의 저급 알킬, 시클로알킬 또는 페닐기를 나타내고, R1은 수소 원자이거나 무기 또는 유기 염기로부터 유도된 양이온을 나타낸다. 단, 일반식(1)의 화합물은 구조적으로 R 또는 S 이성질체이거나 이들의 혼합물이다.
  2. 제1항에 있어서, R이 이소프로필, 시클로프로필, 시클로펜틸, t-부틸 또는 페닐인 것을 특징으로 하는 화합물.
  3. 제1항에 있어서, 하기 화합물 중 어느 하나인 것을 특징으로 하는 화합물 : (5R,6S)-2-[(1'-R)-(이소프로필)히드록시메틸}-6-[(1'R)-히드록시에틸]-페넴-3-카르복실산: (5R,6S)-2-[(1'R)-(시클로프로필)히드록시메틸}-6-[(1'R)-히드록시에틸]-페넴-3-카르복실산: (5R,6S)-2-[1'R)-(시클로펜틸)히드록시메틸}-6-[(1'R)-히드록시에틸]-페넴-3-카르복실산: 및 이들의 생리학적으로 허용되는 염.
  4. 하기 일반식(2)의 포밀 페넴 화합물을 RM과 반응시켜 일반식(3)의 2차 알코올 화합물을 얻고, 이 화합물로부터 히드록시 보호기 및 카르복실 보호기를 제거하는 단계를 포함하는 일반식(1)의 화합물의 제조 방법:
    상기 식에서, R2는 히드록시 보호기를 나타내고, M은 금속 원자를 나타내며, R3는 카르복실 보호기를 나타내고, R은 일반식(1)에서 정의한 것과 같다.
  5. 일반식(1)의 화합물과 생리학적으로 허용되는 담체 또는 부형제를 포함하는 약제학적 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019950039975A 1995-11-06 1995-11-06 페넴 유도체 및 이의 제조 방법 KR0180583B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019950039975A KR0180583B1 (ko) 1995-11-06 1995-11-06 페넴 유도체 및 이의 제조 방법

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019950039975A KR0180583B1 (ko) 1995-11-06 1995-11-06 페넴 유도체 및 이의 제조 방법

Publications (2)

Publication Number Publication Date
KR970027083A true KR970027083A (ko) 1997-06-24
KR0180583B1 KR0180583B1 (ko) 1999-03-20

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ID=19433140

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019950039975A KR0180583B1 (ko) 1995-11-06 1995-11-06 페넴 유도체 및 이의 제조 방법

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