KR960007605A - New preparation method of cephalosporin derivative - Google Patents

New preparation method of cephalosporin derivative Download PDF

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Publication number
KR960007605A
KR960007605A KR1019940020025A KR19940020025A KR960007605A KR 960007605 A KR960007605 A KR 960007605A KR 1019940020025 A KR1019940020025 A KR 1019940020025A KR 19940020025 A KR19940020025 A KR 19940020025A KR 960007605 A KR960007605 A KR 960007605A
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KR
South Korea
Prior art keywords
compound
formula
phenoxy
prepare
iii
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Application number
KR1019940020025A
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Korean (ko)
Inventor
문웅식
강흔수
서영배
Original Assignee
유영학
주식회사 미원
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Priority to KR1019940020025A priority Critical patent/KR960007605A/en
Publication of KR960007605A publication Critical patent/KR960007605A/en

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Abstract

본 발명은 항생물질로 유용한 다음 일반식(I)로 베타-락탐 유도체의 새로운 제조방법에 관한 것으로서, 하기 일반식(Ⅳ)의 3-브로모메틸 또는 3-클로로메틸-7-페녹시(또는 페닐)아세트아미도-3-세펨-4-카복실산-1-옥사이드의 C3위치에 4-카바모일퀴노클리딘을 치환시켜 하기 일반식(Ⅴ)의 화합물을 제조하고; 화합물(Ⅴ)의 C7위치를 탈아실화반응시켜 하기 일반식(Ⅲ)의 화합물을 제조하며; 화합물(Ⅲ)과 하기 일반식(Ⅱ)의 화합물과를 아실화반응시켜 하기 일반식(I)의 세팔로스포린 유도체를 제조한다.The present invention relates to a novel method for preparing beta-lactam derivatives of the following general formula (I), which is useful as an antibiotic, and is formulated with 3-bromomethyl or 3-chloromethyl-7-phenoxy (or Phenyl) acetamido-3-cepem-4-carboxylic acid-1-oxide was substituted with 4-carbamoylquinoclidine at the C 3 position to prepare the compound of formula (V); Deacylation of the C 7 position of compound (V) to prepare a compound of formula (III); The acelation reaction of compound (III) with a compound of the following general formula (II) yields a cephalosporin derivative of the following general formula (I).

(상기 식중, X는 브롬 또는 염소 원자이고, R은 페녹시 또는 페닐기이며, R1은 할로겐화물, 알킬- 또는 아실옥시포스포니움 클로라이드 또는 파라히드록시트리아졸 치환기를 의미한다.)(Wherein X is a bromine or chlorine atom, R is a phenoxy or phenyl group, and R 1 means a halide, alkyl- or acyloxyphosphonium chloride or parahydroxytriazole substituent.)

Description

세팔로스포린 유도체의 새로운 제조방법New preparation method of cephalosporin derivative

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

Claims (2)

하기 일반식(Ⅳ)의 3-브로모메틸 또는 3-클로로메틸-7-페녹시(또는 페닐)아세트아미도-3-세펨-4-카복실산-1-옥사이드의 C3위치에 4-카바모일퀴노클리딘을 치환시켜 하기 일반식(Ⅴ)의 화합물을 제조하고; 화합물(Ⅴ)의 C7위치를 탈아실화반응시켜 하기 일반식(Ⅲ)의 화합물을 제조하며; 화합물(Ⅲ)과 하기 일반식(Ⅱ)의 화합물과를 아실화반응시켜 하기 일반식(I)의 세팔로스포린 유도체를 제조함을 특징으로 하는 화합물(I)의 제조방법.4-carbamoyl at the C 3 position of 3-bromomethyl or 3-chloromethyl-7-phenoxy (or phenyl) acetamido-3-cepem-4-carboxylic acid-1-oxide of formula (IV) Substituting quinoclidin to prepare a compound of formula (V); Deacylation of the C 7 position of compound (V) to prepare a compound of formula (III); A method for producing compound (I), wherein the cephalosporin derivative of formula (I) is prepared by acylating a compound (III) with a compound of formula (II). (상기 식중, X는 브롬 또는 염소 원자이고, R은 페녹시 또는 페닐기이며, R1은 할로겐화물, 알킬- 또는 아실옥시포스포니움 클로라이드 또는 파라히드록시트리아졸 치환기를 의미한다.)(Wherein X is a bromine or chlorine atom, R is a phenoxy or phenyl group, and R 1 means a halide, alkyl- or acyloxyphosphonium chloride or parahydroxytriazole substituent.) 제1항에 있어서, 상기 반응을 수행하기 위한 용매로는 N,N-디메틸아세트아미드, 테트라하이드로푸란, 아세토니트릴, 메틸렌 클로라이드, 아세톤, 부티아세테이트, 에틸에테르, 에틸아세테이트, n-헥산, 이소프로필 알콜, 석유에테르, 이소프로필에테르, 사염화탄소, 클로로포름, n-부틸알콜, N,N-디메틸 포름아미드, 메틸 에틸케톤, 메틸 이소부틸 케톤으로 구성된 군으로부터 선택된 1종 또는 2종 이상을 사용함을 특징으로 하는 방법.The method of claim 1, wherein the solvent for carrying out the reaction is N, N-dimethylacetamide, tetrahydrofuran, acetonitrile, methylene chloride, acetone, butiacetate, ethyl ether, ethyl acetate, n-hexane, isopropyl Characterized by using one or more selected from the group consisting of alcohol, petroleum ether, isopropyl ether, carbon tetrachloride, chloroform, n-butyl alcohol, N, N-dimethyl formamide, methyl ethyl ketone, methyl isobutyl ketone How to. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940020025A 1994-08-13 1994-08-13 New preparation method of cephalosporin derivative KR960007605A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019940020025A KR960007605A (en) 1994-08-13 1994-08-13 New preparation method of cephalosporin derivative

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Application Number Priority Date Filing Date Title
KR1019940020025A KR960007605A (en) 1994-08-13 1994-08-13 New preparation method of cephalosporin derivative

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KR960007605A true KR960007605A (en) 1996-03-22

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102398019B1 (en) * 2021-07-16 2022-05-16 (주) 페트로산업 Flexible urethane waterproofing material with high adhesion, dual complex waterproof sheet including the same and complex waterproofing method using the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102398019B1 (en) * 2021-07-16 2022-05-16 (주) 페트로산업 Flexible urethane waterproofing material with high adhesion, dual complex waterproof sheet including the same and complex waterproofing method using the same

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