KR860003264A - Process for preparing cephalosporin compound - Google Patents

Process for preparing cephalosporin compound Download PDF

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Publication number
KR860003264A
KR860003264A KR1019850007265A KR850007265A KR860003264A KR 860003264 A KR860003264 A KR 860003264A KR 1019850007265 A KR1019850007265 A KR 1019850007265A KR 850007265 A KR850007265 A KR 850007265A KR 860003264 A KR860003264 A KR 860003264A
Authority
KR
South Korea
Prior art keywords
general formula
compound
oxyimino
acid compound
cepem
Prior art date
Application number
KR1019850007265A
Other languages
Korean (ko)
Inventor
도요나리 오이네 (외 3)
Original Assignee
마쓰바라 이찌로
다나베 세이야꾸 가부시끼 가이샤
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 마쓰바라 이찌로, 다나베 세이야꾸 가부시끼 가이샤 filed Critical 마쓰바라 이찌로
Publication of KR860003264A publication Critical patent/KR860003264A/en

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Classifications

    • 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
    • C07D501/34—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings
    • 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
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
    • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음No content

Description

세팔로스포린 화합물의 제조방법Process for preparing cephalosporin compound

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (3)

하기 일반식(Ⅱ)의 (Z)-2-아미노티아졸-2-(치환-옥시이미노) 아세트산 화합물 또는 그의 반응성유도체를 하기 일반식(Ⅲ)의 (6R,7R)-7-아미노-3-세펨-4-카르복실산 화합물 또는 그의 염과 축합시키고 R4가 보호된 카르복시일때, 생성물로부터 보호기를 제거하고, 필요하다면, 생성물을 약학적으로 수용할 수 있는 그의 염으로 전환시킴을 특징으로 하는, 하기 일반식(Ⅰ)의 (6R,7R)-7-[(Z)-2-(2-아미노티아졸-4-일)-2-(옥시이미노)아세트아미도]-3-세펨-4-카르복실산 화합물 또는 약학적으로 수용할 수 있는 그의 염의 제조방법.(Z) -2-aminothiazole-2- (substituted-oxyimino) acetic acid compound of the following general formula (II) or a reactive derivative thereof is represented by (6R, 7R) -7-amino-3 of the general formula (III) -Condensation with the cefem-4-carboxylic acid compound or a salt thereof and when R 4 is protected carboxy, the protecting group is removed from the product and, if necessary, the product is converted to a pharmaceutically acceptable salt thereof. (6R, 7R) -7-[(Z) -2- (2-aminothiazol-4-yl) -2- (oxyimino) acetamido] -3-cepem of the following general formula (I) A process for preparing a 4-carboxylic acid compound or a pharmaceutically acceptable salt thereof. (상기 식중, R1은 수소 또는 저급알킬이고; R2는 아세톡시 또는 (1-메틸-1H-테트라졸-5-일) 티오이고, R3는 카르복시이거나; R2는 일반식의 기이고, R3는 -COO-이며, Y는 수소, 히드록시메틸 또는 카르바모일이고; n은 2 또는 3의 정수이며; R2가 아세톡시 또는 (1-메틸-1H-테트라졸-5-일)티오일때 R4는 카르복시 또는 보호된 카르복시이거나;Wherein R 1 is hydrogen or lower alkyl; R 2 is acetoxy or (1-methyl-1H-tetrazol-5-yl) thio, R 3 is carboxy; R 2 is a general formula Is a group of R 3 is -COO - and Y is hydrogen, hydroxymethyl or carbamoyl; n is an integer of 2 or 3; When R 2 is acetoxy or (1-methyl-1H-tetrazol-5-yl) thio, R 4 is carboxy or protected carboxy; R2가 일반식의 기이고 Y가 상기에 정의한 바와 같을때 R4는 -COO-이다.)R 2 is general formula Of the group, and when Y is the same as defined above R 4 it is -COO - a). 제1항에 있어서, 유리된 형태의 (Z)-2-아미노티아졸-2-(치환-옥시이미노)아세트산 화합물(Ⅱ)과 (6R,7R)-7-아미노-3-세펨-4-카르복실산 화합물(Ⅲ) 또는 그의 염과의 축합반응을 -30∼20℃의 온도 및 용매중에서 탈수제 존재하에 수행하고, 화합물(Ⅱ)의 반응성 유도체와 화합물(Ⅲ) 또는 그의 염가의 축합반응을 -30∼20℃의 온도 및 용매중에서 산수용체 존재 또는 부재하에 수행하는 방법.2. The free form of (Z) -2-aminothiazole-2- (substituted-oxyimino) acetic acid compound (II) and (6R, 7R) -7-amino-3-cepem-4- The condensation reaction of the carboxylic acid compound (III) or a salt thereof is carried out in the presence of a dehydrating agent in a solvent at a temperature of -30 to 20 ° C., and the condensation reaction of the reactive derivative of the compound (II) with the compound (III) or a cheap thereof The process is carried out in the presence or absence of an acid acceptor in a solvent at a temperature of -30 to 20 ℃. 제1항에 있어서, (6R,7R)-7-{(Z)-2-(2-아미노티아졸-4-일)-2-[(3S)-2-피롤리든-3-일-옥시이미노]아세트아미드}-3-(1-피리디니오메틸)-3-세펨-4-카르복실레이트 또는 약학적으로 수용할 수 있는 그의 염을 제조하는 방법.The compound of claim 1, wherein (6R, 7R) -7-{(Z) -2- (2-aminothiazol-4-yl) -2-[(3S) -2-pyrrolidin-3-yl- Oxyimino] acetamide} -3- (1-pyridiniomethyl) -3-cepem-4-carboxylate or a pharmaceutically acceptable salt thereof. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019850007265A 1984-10-03 1985-10-02 Process for preparing cephalosporin compound KR860003264A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP208683/1984 1984-10-03
JP59208683A JPS6185392A (en) 1984-10-03 1984-10-03 Novel preparation of cephalosporin compound

Publications (1)

Publication Number Publication Date
KR860003264A true KR860003264A (en) 1986-05-21

Family

ID=16560336

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019850007265A KR860003264A (en) 1984-10-03 1985-10-02 Process for preparing cephalosporin compound

Country Status (11)

Country Link
JP (1) JPS6185392A (en)
KR (1) KR860003264A (en)
AT (1) AT387021B (en)
BG (1) BG44031A3 (en)
CS (1) CS251797B2 (en)
DK (1) DK448985A (en)
ES (1) ES8607322A1 (en)
FI (1) FI853807L (en)
HU (1) HU193347B (en)
PL (1) PL145509B1 (en)
PT (1) PT81243B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6838567B1 (en) 1999-05-14 2005-01-04 Kaneka Corporation Process for producing optically active azetidine-2-carboxylic acids

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL69246A (en) * 1982-08-07 1986-07-31 Tanabe Seiyaku Co 7-((2-aminothiazolyl-2-pyrrolidonyl or(piperidonyl)-oxyimino)acetamido)cephem carboxylic acid derivatives,their preparation and pharmaceutical compositions containing them
JPS59155391A (en) * 1983-02-22 1984-09-04 Tanabe Seiyaku Co Ltd Novel cephalosporin derivative and its preparation

Also Published As

Publication number Publication date
CS711985A2 (en) 1986-12-18
PT81243B (en) 1987-10-20
AT387021B (en) 1988-11-25
DK448985A (en) 1986-04-04
ES8607322A1 (en) 1986-05-16
HU193347B (en) 1987-09-28
FI853807A0 (en) 1985-10-02
PT81243A (en) 1985-11-01
JPS6185392A (en) 1986-04-30
PL255623A1 (en) 1986-07-29
CS251797B2 (en) 1987-08-13
ATA280485A (en) 1988-04-15
PL145509B1 (en) 1988-09-30
BG44031A3 (en) 1988-09-15
DK448985D0 (en) 1985-10-02
ES547520A0 (en) 1986-05-16
HUT38647A (en) 1986-06-30
FI853807L (en) 1986-04-04

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E902 Notification of reason for refusal
E601 Decision to refuse application