KR890014558A - Manufacturing Method of Cemfe derivatives - Google Patents

Manufacturing Method of Cemfe derivatives Download PDF

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Publication number
KR890014558A
KR890014558A KR1019880002223A KR880002223A KR890014558A KR 890014558 A KR890014558 A KR 890014558A KR 1019880002223 A KR1019880002223 A KR 1019880002223A KR 880002223 A KR880002223 A KR 880002223A KR 890014558 A KR890014558 A KR 890014558A
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KR
South Korea
Prior art keywords
group
structural formula
following structural
represented
aminocephalosporanylic
Prior art date
Application number
KR1019880002223A
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Korean (ko)
Other versions
KR900001854B1 (en
Inventor
김완주
심영기
심중연
조영순
Original Assignee
채영복
한국화학연구소
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Application filed by 채영복, 한국화학연구소 filed Critical 채영복
Priority to KR1019880002223A priority Critical patent/KR900001854B1/en
Publication of KR890014558A publication Critical patent/KR890014558A/en
Application granted granted Critical
Publication of KR900001854B1 publication Critical patent/KR900001854B1/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
    • C07D501/02—Preparation
    • C07D501/04—Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
    • 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
    • C07D501/18—7-Aminocephalosporanic or substituted 7-aminocephalosporanic acids
    • 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
    • C07D501/22—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with radicals containing only hydrogen and carbon atoms, attached in position 3
    • 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
    • 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
    • C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
    • C07D501/30—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino-radical acylated by an araliphatic carboxylic acid
    • 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)
  • Cephalosporin Compounds (AREA)

Abstract

내용 없음.No content.

Description

세펨유도체의 제조방법Manufacturing Method of Cemfe derivatives

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

Claims (1)

다음 구조식(II)로 표시되는 7-아미노세팔로스포라닐산으로부터 다음 구조식(I)로 표시되는 세펨유도체를 제조하는데 있어서, 다음 구조식(II)로 표시되는 7-아미노세팔로스포라닐산의 아미노기를 보호한 후에 다음 구조식(III)으로 표시되는 메틸할라이드나 다음 구조식(IV)로 표시되는 디아조메탄을 사용하여 4-위치의 카르복실산기를 보호하고, 아미노보호기를 제거한 후에 아세톤 수용액중에서 PLE(pig liver esterase)를 사용하여 가수분해시킴으로써 카르복실산보호기를 제거하여서 제조함을 특징으로 하는 다음 구조식(I)로 표시되는 세펨유도체의 제조방법.The amino group of 7-aminocephalosporanylic acid represented by the following structural formula (II) in the preparation of the cefe derivative represented by the following structural formula (I) from 7-aminocephalosporanylic acid represented by the following structural formula (II) After protecting the carboxylic acid group in the 4-position using methyl halide represented by the following structural formula (III) or diazomethane represented by the following structural formula (IV), and after removing the amino protecting group, PLE ( A method for producing a cefe derivative represented by the following structural formula (I), which is prepared by removing a carboxylic acid protecting group by hydrolysis using pig liver esterase). 상기식들 중에서, R은 수소이거나 치환 또는 비치환된 알킬기, 할로겐기, 치환 또는 비치환된 알케닐기, 또는 방향족 헤테로기를 나타내고, X는 할로겐을 나타낸다.In said formula, R represents hydrogen or a substituted or unsubstituted alkyl group, a halogen group, a substituted or unsubstituted alkenyl group, or an aromatic hetero group, and X represents a halogen. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019880002223A 1988-03-04 1988-03-04 Process for preparing cephem derivatives KR900001854B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019880002223A KR900001854B1 (en) 1988-03-04 1988-03-04 Process for preparing cephem derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019880002223A KR900001854B1 (en) 1988-03-04 1988-03-04 Process for preparing cephem derivatives

Publications (2)

Publication Number Publication Date
KR890014558A true KR890014558A (en) 1989-10-24
KR900001854B1 KR900001854B1 (en) 1990-03-24

Family

ID=19272608

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019880002223A KR900001854B1 (en) 1988-03-04 1988-03-04 Process for preparing cephem derivatives

Country Status (1)

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Publication number Publication date
KR900001854B1 (en) 1990-03-24

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