HUP0002458A2 - Eljárás 3-(2-szubsztituált vinil)-cefalosporin Z izomerjének szelektív előállítására - Google Patents

Eljárás 3-(2-szubsztituált vinil)-cefalosporin Z izomerjének szelektív előállítására

Info

Publication number
HUP0002458A2
HUP0002458A2 HU0002458A HUP0002458A HUP0002458A2 HU P0002458 A2 HUP0002458 A2 HU P0002458A2 HU 0002458 A HU0002458 A HU 0002458A HU P0002458 A HUP0002458 A HU P0002458A HU P0002458 A2 HUP0002458 A2 HU P0002458A2
Authority
HU
Hungary
Prior art keywords
substituted
amino
protecting group
unsubstituted
cephalosporins
Prior art date
Application number
HU0002458A
Other languages
English (en)
Inventor
Katsuharu Iinuma
Hiroyuki Iwasawa
Yasushi Murai
Yumiko Okada
Masamichi Sukegawa
Tatsuo Watanabe
Original Assignee
Meiji Seika Kaisha Ltd.
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 Meiji Seika Kaisha Ltd. filed Critical Meiji Seika Kaisha Ltd.
Publication of HUP0002458A2 publication Critical patent/HUP0002458A2/hu
Publication of HUP0002458A3 publication Critical patent/HUP0002458A3/hu
Publication of HU228767B1 publication Critical patent/HU228767B1/hu

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic 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
    • C07D501/02Preparation
    • C07D501/04Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

A találmány tárgya eljárás (IV) képletű 7-N-szubsztituálatlan vagyszubsztituált amino-3-[2-(4-szubsztituált vagy szubsztituálatlantiazol-5-il)-vinil]-3-cefem-4-karbonsav vagy észtere Z-izomerjénekelőállítására nagy szelektivitással és jó termeléssel, ahol R1jelentése hidrogénatom vagy egyértékű amino-védőcsoport vagy 2-(2-N-védett vagy védetlen amino-tiazol-4-il)-2-alkoxi-imino-acetil-csoport,R2 jelentése hidrogénatom, vagy R1 és R2 együtt egy kétértékű amino-védőcsoportot képez, és R3 jelentése hidrogénatom, pivaloil-oxi-metil-csoport vagy karboxil-védőcsoport, és R8 jelentése alkilcsoport. Atalálmány szerinti eljárást úgy végzik, hogy egy 7-N-szubsztituálatlanvagy szubsztituált-amino-3-[(triszubsztituált foszforanilidén)-metil]-3-cefem-4-karbonsavat vagy észterét 4-szubsztituált vagyszubsztituálatlan tiazol-5-karbaldehiddel reagáltatnak egy vagy többklórozott szénhidrogénből és egy vagy több rövid szénláncú alkanolbólálló oldószerelegyben +5 °C-on vagy ez alatti hőmérsékleten. Ó
HU0002458A 1997-06-24 1998-06-24 Process for the selective preparation of z-isomers of 3-(2-substituted vinyl)cephalosporins HU228767B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP16694897 1997-06-24
PCT/JP1998/002820 WO1998058932A1 (fr) 1997-06-24 1998-06-24 Procede pour l'elaboration selective de z-isomeres de 3-(vinyl substitue en 2) cephalosporines

Publications (3)

Publication Number Publication Date
HUP0002458A2 true HUP0002458A2 (hu) 2001-02-28
HUP0002458A3 HUP0002458A3 (en) 2001-04-28
HU228767B1 HU228767B1 (en) 2013-05-28

Family

ID=15840609

Family Applications (1)

Application Number Title Priority Date Filing Date
HU0002458A HU228767B1 (en) 1997-06-24 1998-06-24 Process for the selective preparation of z-isomers of 3-(2-substituted vinyl)cephalosporins

Country Status (24)

Country Link
US (1) US6288223B1 (hu)
EP (1) EP1016665B1 (hu)
JP (1) JP3713282B2 (hu)
KR (1) KR100515273B1 (hu)
CN (1) CN1107679C (hu)
AT (1) ATE221890T1 (hu)
AU (1) AU731265B2 (hu)
BR (1) BR9810313B1 (hu)
CA (1) CA2294178C (hu)
CZ (1) CZ295599B6 (hu)
DE (1) DE69807093T2 (hu)
EA (1) EA002449B1 (hu)
ES (1) ES2182330T3 (hu)
HU (1) HU228767B1 (hu)
ID (1) ID24210A (hu)
IL (1) IL133681A (hu)
NZ (1) NZ502234A (hu)
PL (1) PL193367B1 (hu)
PT (1) PT1016665E (hu)
RO (1) RO120261B1 (hu)
SK (1) SK283525B6 (hu)
TR (1) TR200000310T2 (hu)
UA (1) UA55463C2 (hu)
WO (1) WO1998058932A1 (hu)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4157177B2 (ja) * 1997-06-04 2008-09-24 大塚化学ホールディングス株式会社 3−アルケニルセフェム化合物の製造法
US7459550B2 (en) 2003-07-04 2008-12-02 Orchid Chemicals & Pharmaceuticals Ltd. Process for the preparation of Cefditoren
WO2005016936A2 (en) * 2003-08-14 2005-02-24 Ranbaxy Laboratories Limited Process for selective preparation of z-isomer of cefditoren and pharmaceutically acceptable salts and esters thereof
WO2005100367A1 (en) * 2004-04-13 2005-10-27 Ranbaxy Laboratories Limited Intermediates useful in the synthesis of 3-(2-substituted vinyl) cephalosporins
WO2005100369A1 (en) * 2004-04-13 2005-10-27 Ranbaxy Laboratories Limited Depletion of e-isomers in preparation of z-enriched 3-(2-substituted vinyl) cephalosporins
JP4064948B2 (ja) * 2004-06-04 2008-03-19 明治製菓株式会社 3−アルケニルセフェム化合物及び製造方法
JP4046708B2 (ja) * 2004-06-04 2008-02-13 明治製菓株式会社 3−アルケニルセフェム化合物の製造方法
TW200619222A (en) * 2004-09-02 2006-06-16 Rohm & Haas Elect Mat Method for making organometallic compounds
JP2006096679A (ja) * 2004-09-28 2006-04-13 Meiji Seika Kaisha Ltd セファロスポリン化合物の製造方法
CN101665499A (zh) * 2008-09-01 2010-03-10 日本化学工业株式会社 头孢烯化合物的制造方法
EP2520578A1 (en) 2011-05-06 2012-11-07 Lupin Limited Process for purification of cephalosporins
CN105622636B (zh) * 2016-02-05 2017-08-25 河南理工大学 一种头孢妥仑匹酯中间体的制备方法
CN113480491B (zh) * 2021-09-08 2022-05-06 山东昌邑四方医药化工有限公司 一种从头孢托仑母核生产废液中回收4-甲基噻唑-5-甲醛和三苯基氧膦的方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6219593A (ja) * 1985-07-18 1987-01-28 Meiji Seika Kaisha Ltd 新規セフエム化合物
IE58487B1 (en) * 1984-09-07 1993-09-22 Kaisha Maiji Seika New cephalosporin compounds and the production thereof
JPH03128382A (ja) * 1989-07-18 1991-05-31 Eisai Co Ltd チアゾリルアセトアミドセフェム系化合物
JPH06219593A (ja) * 1993-01-21 1994-08-09 Oki Electric Ind Co Ltd 電子写真記録装置
JP3128382B2 (ja) 1993-03-11 2001-01-29 旭 中野 鉄道車両運行支援表示装置
ATE198892T1 (de) * 1993-11-17 2001-02-15 Biochemie Gmbh Trennung von cephalosporinisomeren
JPH0867684A (ja) * 1994-08-31 1996-03-12 Kyorin Pharmaceut Co Ltd 新規セフェム化合物、その製造法及び抗菌剤

Also Published As

Publication number Publication date
HUP0002458A3 (en) 2001-04-28
RO120261B1 (ro) 2005-11-30
UA55463C2 (uk) 2003-04-15
BR9810313A (pt) 2000-09-19
IL133681A0 (en) 2001-04-30
CA2294178C (en) 2003-07-22
AU731265B2 (en) 2001-03-29
ID24210A (id) 2000-07-13
KR20010014074A (ko) 2001-02-26
HU228767B1 (en) 2013-05-28
BR9810313B1 (pt) 2010-11-30
SK185799A3 (en) 2000-07-11
TR200000310T2 (tr) 2000-08-21
CN1107679C (zh) 2003-05-07
DE69807093T2 (de) 2003-03-27
PL193367B1 (pl) 2007-02-28
IL133681A (en) 2003-10-31
EA002449B1 (ru) 2002-04-25
CZ295599B6 (cs) 2005-08-17
CA2294178A1 (en) 1998-12-30
EP1016665A4 (en) 2001-06-13
AU7933198A (en) 1999-01-04
ATE221890T1 (de) 2002-08-15
ES2182330T3 (es) 2003-03-01
US6288223B1 (en) 2001-09-11
CN1265662A (zh) 2000-09-06
PT1016665E (pt) 2002-12-31
EP1016665B1 (en) 2002-08-07
JP3713282B2 (ja) 2005-11-09
EA200000065A1 (ru) 2000-08-28
NZ502234A (en) 2001-06-29
SK283525B6 (sk) 2003-09-11
DE69807093D1 (de) 2002-09-12
WO1998058932A1 (fr) 1998-12-30
EP1016665A1 (en) 2000-07-05
PL339361A1 (en) 2000-12-18
KR100515273B1 (ko) 2005-09-15
CZ471899A3 (cs) 2000-07-12

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Legal Events

Date Code Title Description
GB9A Succession in title

Owner name: MEIJI SEIKA PHARMA CO., LTD., JP

Free format text: FORMER OWNER(S): MEIJI SEIKA KAISHA LTD., JP