KR930007955A - Pyridone alkenyl cephalosporins and preparation method thereof - Google Patents

Pyridone alkenyl cephalosporins and preparation method thereof Download PDF

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Publication number
KR930007955A
KR930007955A KR1019910018792A KR910018792A KR930007955A KR 930007955 A KR930007955 A KR 930007955A KR 1019910018792 A KR1019910018792 A KR 1019910018792A KR 910018792 A KR910018792 A KR 910018792A KR 930007955 A KR930007955 A KR 930007955A
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South Korea
Prior art keywords
group
hydrogen
general formula
compound
pyridone
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KR1019910018792A
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Korean (ko)
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KR930007813B1 (en
Inventor
장문호
강한영
고훈영
차주환
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박원희
한국과학기술연구원
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Priority to KR1019910018792A priority Critical patent/KR930007813B1/en
Publication of KR930007955A publication Critical patent/KR930007955A/en
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Publication of KR930007813B1 publication Critical patent/KR930007813B1/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
    • 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

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

Abstract

본 발명은 다음 일반식(Ⅰ)로 표시되는 신규한피리돈계 알케닐세파롤스포린 및 그 제조방법에 관한 것이다.The present invention relates to a novel pyridone-based alkenyl cepharolsporin represented by the following general formula (I) and a method for producing the same.

식 중 R2은 수소, 트리틸, 3급 부톡시카르보닐, 포르밀이고, R2는 수소, 탄소수 1~4의 알킬, 알콕시카보닐메틸, 카르복시메틸, 1-카르복시에틸, 1-카르복시-1-메틸에틸, 탄소수 3~9의 시클로알킬기이고, R3는 수소, 알킬기, Na, K이고, R4및 R5는 수소 또는 대페닐메틸, 파라메톡시벤질임.Wherein R 2 is hydrogen, trityl, tert-butoxycarbonyl, formyl, R 2 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxycarbonylmethyl, carboxymethyl, 1-carboxyethyl, 1-carboxy- 1-methylethyl, a cycloalkyl group having 3 to 9 carbon atoms, R 3 is hydrogen, an alkyl group, Na, K, R 4 and R 5 are hydrogen or large phenylmethyl, paramethoxybenzyl.

본 발명의 일반식(Ⅰ)로 표시되는 피리돈계 알케닐세팔로스포린은 다음과 같은 반응공정에 따라 제조한다.The pyridone alkenyl cephalosporin represented by the general formula (I) of the present invention is prepared according to the following reaction process.

Description

피리돈계 알케닐 세팔로스포린 및 그 제조방법Pyridone alkenyl cephalosporins and preparation method thereof

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

Claims (3)

다음 일반식(Ⅰ)로 표시되는 피리돈계 알케닐세팔로스포린 및 약제학적으로 허용되는 그 염.Pyridone type alkenyl cephalosporin represented by the following general formula (I), and its pharmaceutically acceptable salt. 상기 일반식(Ⅰ)에 있어서 R1은 수소, 트리틸기, 3급 부톡시카르보닐기 또는 포르밀기이고, R2는 수소, 탄소수 1~4의 알킬기, 알콕시카보닐메틸기, 카르복시메틸기, 1-카르복시에틸기, 1-카르복시-1-메틸에틸기, 탄소수 3~9의 시클로알킬기이고, R3는 수소, Na, K, 파라-메톡시벤질기, 디페닐메틸기이고, R4와 R5는 수소 또는 디페닐메틸, 파라-메톡시벤질기임.In said general formula (I), R <1> is hydrogen, a trityl group, tertiary butoxycarbonyl group, or formyl group, R <2> is hydrogen, a C1-C4 alkyl group, an alkoxycarbonylmethyl group, a carboxymethyl group, 1-carboxyethyl group , 1-carboxy-1-methylethyl group, a cycloalkyl group having 3 to 9 carbon atoms, R 3 is hydrogen, Na, K, para-methoxybenzyl group, diphenylmethyl group, R 4 and R 5 is hydrogen or diphenyl Methyl, para-methoxybenzyl group. 일반식(Ⅲ)의 알데히드 화합물과 일반식(Ⅱ)의 포스포늄염을 반응시켜 일반식(Ⅳ)의 3-세펨화합물을 얻은후, 이 화합물(Ⅳ)을 탈아실화 반응을 시키는 일반식(Ⅴ)의 7-아미노-3-세펨유도체의 제조방법.After reacting the aldehyde compound of general formula (III) with the phosphonium salt of general formula (II) to obtain 3-cefem compound of general formula (IV), the compound (IV) is subjected to deacylation reaction (V). 7-amino-3-cepem derivative of the). 상기식에서, R3, R4및 R5는 각각 제1항에서 정의한 것과 동일함.Wherein R 3 , R 4 and R 5 are the same as defined in claim 1, respectively. 일반식(Ⅵ)의 화합물과 일반식(Ⅴ)의 화합물을 아실화 반응을 시키는 일반식(Ⅰ)의 피리돈계 알케닐세팔로 스포린의 제조방법.A method for producing a pyridone-based alkenylcephalosporin of formula (I) wherein the compound of formula (VI) and a compound of formula (V) are subjected to acylation reaction. 상기식에서, R1R2R3R4및 R5는 각각 제1항에서 정의한 것과 동일함.Wherein R 1 R 2 R 3 R 4 and R 5 are the same as defined in claim 1, respectively. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019910018792A 1991-10-25 1991-10-25 Process for preparing alkenyl cephalosporin KR930007813B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019910018792A KR930007813B1 (en) 1991-10-25 1991-10-25 Process for preparing alkenyl cephalosporin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019910018792A KR930007813B1 (en) 1991-10-25 1991-10-25 Process for preparing alkenyl cephalosporin

Publications (2)

Publication Number Publication Date
KR930007955A true KR930007955A (en) 1993-05-20
KR930007813B1 KR930007813B1 (en) 1993-08-20

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KR1019910018792A KR930007813B1 (en) 1991-10-25 1991-10-25 Process for preparing alkenyl cephalosporin

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