BR9810313A - Processo para a produção seletiva de isÈmero-z de um 3-2(-substituìdo-vinil)-cefalosporin - Google Patents

Processo para a produção seletiva de isÈmero-z de um 3-2(-substituìdo-vinil)-cefalosporin

Info

Publication number
BR9810313A
BR9810313A BR9810313-0A BR9810313A BR9810313A BR 9810313 A BR9810313 A BR 9810313A BR 9810313 A BR9810313 A BR 9810313A BR 9810313 A BR9810313 A BR 9810313A
Authority
BR
Brazil
Prior art keywords
substituted
isomer
unsubstituted
denotes
group
Prior art date
Application number
BR9810313-0A
Other languages
English (en)
Other versions
BR9810313B1 (pt
Inventor
Yumiko Okada
Yasushi Murai
Katsuharu Iinuma
Tatsuo Watanabe
Masamichi Sukegawa
Hiroyuki Iwasawa
Original Assignee
Meiji Seika Kaisha
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 filed Critical Meiji Seika Kaisha
Publication of BR9810313A publication Critical patent/BR9810313A/pt
Publication of BR9810313B1 publication Critical patent/BR9810313B1/pt

Links

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
    • C07D501/02—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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • 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

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

Patente de Invenção para <B>"PROCESSO PARA A PRODUçãO SELETIVA DE UM ISÈMERO-Z DE UM 3-2(SUBSTITUìDO-VINIL)-CEFALOSPORIN"<D>. Pode ser produzido, em uma alta seletividade e em um alto rendimento, o isómero-Z de um 7-N-não-substituído ou substituído-3-[2-(4-substituído ou não-substituído-tiazol-5-il)vinil]-3-cephem-4-ácido carboxílico ou um éster deste, tendo a seguinte fórmula geral: no qual R¹ denota um átomo de hidrogênio, um grupo de proteção de amino mono-valente, ou um grupo 2-(2-N-aminotiazol-4-il)-2-alcoxiiminoacetil protegido ou não-protegido, R² denota um átomo de hidrogênio, ou R¹ e R², conforme considerados juntos, significam um grupo de proteção de amino di-valente, R³ denota um átomo de hidrogênio, grupo pivaloliloximetil ou um grupo de proteção de carboxil, e R^ 8^ um grupo alquil e assim por diante, por um processo compreendendo reagir um 7-N-não-substituído ou substituído-amino-3-[(tri-substituído-fosforanilideno)metil]-3-cephem- 4-ácido carboxílico ou um éster deste, representado pela seguinte fórmula geral (I): onde R¹, R² e R³ apresentam cada os mesmos significados conforme definidos acima, e R^ 4^ denota um grupo alquil inferior ou um grupo aril, com um 4-substituído ou não-substituído-tiazol-5-carbaldeído em um solvente misturado consistindo de um ou mais solvente(s) de hidrocarboneto clorinado, com um ou mais alcanol(óis) inferior (es) à uma temperatura de +5°C ou abaixo. De acordo com os processos desta invenção, a produção de tal isómero-E do composto (IV) que é de atividade antibacterial menor do que aquele do isómero-Z pode ser marcadamente suprimida. Adicionalmente, o isómero-Z de uma alta pureza pode ser produzido eficientemente de um modo fácil.
BRPI9810313-0A 1997-06-24 1998-06-24 processo para a produção seletiva de isÈmero-z de um 3-vinil(2-substituìdo)-cefalosporin. BR9810313B1 (pt)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP9-166948 1997-06-24
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 (2)

Publication Number Publication Date
BR9810313A true BR9810313A (pt) 2000-09-19
BR9810313B1 BR9810313B1 (pt) 2010-11-30

Family

ID=15840609

Family Applications (1)

Application Number Title Priority Date Filing Date
BRPI9810313-0A BR9810313B1 (pt) 1997-06-24 1998-06-24 processo para a produção seletiva de isÈmero-z de um 3-vinil(2-substituìdo)-cefalosporin.

Country Status (24)

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

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
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
HUP0002458A2 (hu) 2001-02-28
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
B06A Patent application procedure suspended [chapter 6.1 patent gazette]
B15K Others concerning applications: alteration of classification

Free format text: ALTERADA DE INT.CL:C07D 501/04, C07D 501/12, C07D 501/24, A61K 31/545

Ipc: C07D 501/04 (2007.10), C07D 501/12 (2007.10), C07D

B07A Application suspended after technical examination (opinion) [chapter 7.1 patent gazette]
B06A Patent application procedure suspended [chapter 6.1 patent gazette]
B09A Decision: intention to grant [chapter 9.1 patent gazette]
B16A Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]

Free format text: PRAZO DE VALIDADE: 10 (DEZ) ANOS CONTADOS A PARTIR DE 30/11/2010, OBSERVADAS AS CONDICOES LEGAIS. NA REIVINDICACAO 1, FOLHA 246, LINHA 4, ONDE LE-SE: "ACANOL", LEIA-SE: "ALCANOL".

B25D Requested change of name of applicant approved

Owner name: MEIJI SEIXA PHARMA CO., LTD (JP)

B25K Entry of change of name and/or headquarter and transfer of application, patent and certificate of addition of invention: republication

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

Free format text: RETIFICACAO DO DESPACHO (25.4) ALTERACAO DE NOME DEFERIDA PUBLICADO NA RPI NO 2360 DE 29/03/2016, QUANTO AO INTEM (71) - NOME DO DEPOSITANTE . ONDE SE LE: MEIJI SEIXA PHARMA CO., LTD LEIA-SE: MEIJI SEIKA PHARMA CO., LTD

B21A Patent or certificate of addition expired [chapter 21.1 patent gazette]

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