KR920012090A - Method for preparing cephalosporin intermediate - Google Patents

Method for preparing cephalosporin intermediate Download PDF

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KR920012090A
KR920012090A KR1019900022332A KR900022332A KR920012090A KR 920012090 A KR920012090 A KR 920012090A KR 1019900022332 A KR1019900022332 A KR 1019900022332A KR 900022332 A KR900022332 A KR 900022332A KR 920012090 A KR920012090 A KR 920012090A
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South Korea
Prior art keywords
group
hydrogen
solvate
organic solvent
compound
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KR1019900022332A
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Korean (ko)
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KR930001116B1 (en
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김용주
여재홍
임종찬
김원섭
방찬식
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최근선
주식회사 럭 키
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Application filed by 최근선, 주식회사 럭 키 filed Critical 최근선
Priority to KR1019900022332A priority Critical patent/KR930001116B1/en
Priority to ES91302486T priority patent/ES2074224T3/en
Priority to EP91302486A priority patent/EP0449515B1/en
Priority to DK91302486.5T priority patent/DK0449515T3/en
Priority to AT91302486T priority patent/ATE123034T1/en
Priority to DE69109913T priority patent/DE69109913T2/en
Priority to US07/673,673 priority patent/US5142041A/en
Priority to JP3058790A priority patent/JPH04217987A/en
Publication of KR920012090A publication Critical patent/KR920012090A/en
Application granted granted Critical
Publication of KR930001116B1 publication Critical patent/KR930001116B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/36—Methylene radicals, substituted by sulfur atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

내용 없음No content

Description

세팔로스포린 중간체의 제조방법Method for preparing cephalosporin intermediate

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (19)

다음 일반식(II)로 표시되는 화합물과 다음 일반식(II)으로 표시되는 화합물을 보론트리풀루오라이드 용매화물 존재하에서 반응시킴을 특징으로 하는 다음 일반식(I)로 표시되는 화합물의 제조방법.Method for preparing a compound represented by the following general formula (I), characterized in that the compound represented by the following general formula (II) and the compound represented by the following general formula (II) . 윗 식에서, R1은 탄소수 1 내지 4의 알킬기 탄소수 3 내지 4의 알케닐기, 탄소수 3 내지 7의 시클로알킬기, 치환되거나 비치환된 아미노기 또는 치환되거나 비치환된 페닐기이고, R2는 수소 또는 탄소수 1내지 4의 알킬기이며, R3은 수소 또는 아미노보호기이고, R2는 수소 또는 카르복실보호기이며, L은 이탈기로서 염소, 불소, 요오드 등의 할로겐, 아세톡시 등의 (저급) 알카노일옥시기 등이고, n은 0 또는 1이다.Wherein R 1 is an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 3 to 4 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted amino group or a substituted or unsubstituted phenyl group, and R 2 is hydrogen or 1 carbon atom An alkyl group of 4 to 4, R 3 is a hydrogen or an amino protecting group, R 2 is a hydrogen or a carboxyl protecting group, and L is a leaving group such as halogen, such as chlorine, fluorine or iodine, or a (lower) alkanoyloxy group such as acetoxy. And n is 0 or 1. 제1항에 있어서, R1이 메틸, 에틸, 프로필, 아미노 또는 4-하이드록시 페닐인 방법.The method of claim 1, wherein R 1 is methyl, ethyl, propyl, amino or 4-hydroxy phenyl. 제1또는 2항에 있어서, R2가 수소, 메틸 또는 에틸인 방법.The method of claim 1 or 2, wherein R 2 is hydrogen, methyl or ethyl. 제1또는 2항에 있어서, L이 아세톡시기인 방법.The method according to claim 1 or 2, wherein L is an acetoxy group. 제1또는 2항에 있어서, R3가 수소이고 R가 수소인 방법.The method of claim 1, wherein R 3 is hydrogen and R is hydrogen. 제1또는 2항에 있어서, n이 0인 방법.The method of claim 1 or 2, wherein n is zero. 제1항에 있어서, 반응을 유기용매 중에서 수행하는 방법.The process of claim 1 wherein the reaction is carried out in an organic solvent. 제7항에 있어서, 유기용매가 에테르, 니트릴, 할로겐화 탄화수소인 방법.8. The process of claim 7, wherein the organic solvent is ether, nitrile, halogenated hydrocarbon. 제7 또는 8항에 있어서, 유기 용매가 에테르 또는 니트릴인 방법.The method of claim 7 or 8, wherein the organic solvent is ether or nitrile. 제9항에 있어서, 에테르가 디에틸에테르, 디옥산 또는 테트라-하이드로푸란이고, 니트릴이 아세토니트릴 또는 포로피오니트릴인 방법.The method of claim 9 wherein the ether is diethyl ether, dioxane or tetra-hydrofuran and the nitrile is acetonitrile or poropionitrile. 제7항에 있어서, 유기용매가 혼합용매인 방법.8. The method of claim 7, wherein the organic solvent is a mixed solvent. 제7항에 있어서, 유기용매가 아세토니트릴, 디옥산 또는 그의 혼합용매인 방법.The method according to claim 7, wherein the organic solvent is acetonitrile, dioxane or a mixed solvent thereof. 제1또는 7항에서, 일반식(II)화합물과 일반식(III)화합물의 사용몰비가 1 : 0.5 내지 2인 방법.The method according to claim 1 or 7, wherein the molar ratio of the compound of formula (II) to compound of formula (III) is from 1: 0.5 to 2. 제13항에 있어서, 사용몰비가 1 : 0.8 내지 1.2인 방법.The method according to claim 13, wherein the molar ratio used is 1: 0.8 to 1.2. 제1또는 7항에 있어서, 보론트리플루오라이드 용매화물의 사용량이 일반식(II)화합물 1몰당 0.5 내지 10몰인 방법.The method according to claim 1 or 7, wherein the amount of boron trifluoride solvate used is 0.5 to 10 mol per mol of compound of formula (II). 제15항에 있어서, 브론트리플루오라이드 용매화물의 사용량이 일반식(II0화합물 1몰당 0.5 내지 10몰인 방법.The method according to claim 15, wherein the amount of brontrifluoride solvate used is 0.5 to 10 moles per mole of the general formula (II0 compound). 제1 또는 제7항에 있어서, 보론트리플루오라이드 용매화물이 보론트리플루오라이드의 디알킬에테르 또는 니트릴 용매화물인 방법.8. The process of claim 1 or 7, wherein the boron trifluoride solvate is a dialkyl ether or nitrile solvate of boron trifluoride. 제17항에 있어서, 보론트리플루오라이드 용매화물이 보론트리플 오라이드 디에틸에테르인 방법.18. The method of claim 17, wherein the borontrifluoride solvate is boron triple olide diethyl ether. 제1또는 7항에 있어서, 반응온도가 -20℃∼50℃인 방법.The method according to claim 1 or 7, wherein the reaction temperature is -20 ° C to 50 ° C. ※ 참고사항: 최초출원 내용에 의하여 공개되는 것임.※ Note: This is to be disclosed by the original application.
KR1019900022332A 1990-03-24 1990-12-29 Process for preparing intermediates of cephalosporin derivatives KR930001116B1 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
KR1019900022332A KR930001116B1 (en) 1990-12-29 1990-12-29 Process for preparing intermediates of cephalosporin derivatives
ES91302486T ES2074224T3 (en) 1990-03-24 1991-03-21 NEW CEPHALOSPORIN INTERMEDIATES AND PROCESS TO PREPARE INTERMEDIATES AND THEIR FINAL PRODUCTS.
EP91302486A EP0449515B1 (en) 1990-03-24 1991-03-21 Novel cephalosporin intermediates and process for preparing the intermediates and their end products
DK91302486.5T DK0449515T3 (en) 1990-03-24 1991-03-21 New Cephalosporin Intermediates and Processes for Preparation of Intermediates and End Products thereof
AT91302486T ATE123034T1 (en) 1990-03-24 1991-03-21 CEPHALOSPORIN INTERMEDIATE COMPOUNDS, METHOD FOR THE PRODUCTION THEREOF AND FOR THE PRODUCTION OF THEIR FINAL PRODUCTS.
DE69109913T DE69109913T2 (en) 1990-03-24 1991-03-21 Intermediate cephalosporin compounds, process for their preparation and for the production of their end products.
US07/673,673 US5142041A (en) 1990-03-24 1991-03-22 Cephalosporin intermediates
JP3058790A JPH04217987A (en) 1990-03-24 1991-03-22 Cephalosporin, intermediate and preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019900022332A KR930001116B1 (en) 1990-12-29 1990-12-29 Process for preparing intermediates of cephalosporin derivatives

Publications (2)

Publication Number Publication Date
KR920012090A true KR920012090A (en) 1992-07-25
KR930001116B1 KR930001116B1 (en) 1993-02-18

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