RU99124184A - INTERMEDIATE DERIVATIVES OF CEPHALOSPORIN AND METHOD FOR PRODUCING CEPHALOSPORIN - Google Patents

INTERMEDIATE DERIVATIVES OF CEPHALOSPORIN AND METHOD FOR PRODUCING CEPHALOSPORIN

Info

Publication number
RU99124184A
RU99124184A RU99124184/04A RU99124184A RU99124184A RU 99124184 A RU99124184 A RU 99124184A RU 99124184/04 A RU99124184/04 A RU 99124184/04A RU 99124184 A RU99124184 A RU 99124184A RU 99124184 A RU99124184 A RU 99124184A
Authority
RU
Russia
Prior art keywords
hydrogen
formula
compound
silyl group
group
Prior art date
Application number
RU99124184/04A
Other languages
Russian (ru)
Other versions
RU2225411C2 (en
Inventor
Герд Ашер
Иоганнес ЛУДЕШЕР
Хуберт Штурм
Йозеф ВИЗЕР
Original Assignee
Биохеми Гезельшафт Мбх
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
Priority claimed from AT0085894A external-priority patent/AT402072B/en
Priority claimed from AT85794A external-priority patent/AT402927B/en
Priority claimed from AT0106694A external-priority patent/AT402929B/en
Application filed by Биохеми Гезельшафт Мбх filed Critical Биохеми Гезельшафт Мбх
Publication of RU99124184A publication Critical patent/RU99124184A/en
Application granted granted Critical
Publication of RU2225411C2 publication Critical patent/RU2225411C2/en

Links

Claims (7)

1. Соединение формулы IA
Figure 00000001

в которой Ra обозначает водород или силильную группу; Rb обозначает группу формулы -ORe, в которой Re обозначает водород или алкил; a Rc и Rd вместе обозначают связь; или
Ra и Rd обозначает водород или силильную группу; a Rb и Rc совместно обозначают иминогруппу формулы =N-Y, в которой Y обозначает фенил; или
Rd обозначает водород или силильную группу; Ra обозначает водород, если Rd обозначает водород; либо Ra обозначает водород или силильную группу, если Rd обозначает силильную группу;
Rb и Rc совместно обозначают оксогруппу;
и силильная группа обозначает три (низш. алкил) силильную группу; в свободной форме или в форме соли, в качестве промежуточного продукта для получения цефалоспоринов.
1. The compound of formula IA
Figure 00000001

in which R a represents hydrogen or a silyl group; R b is a group of the formula —OR e in which R e is hydrogen or alkyl; a R c and R d together represent a bond; or
R a and R d are hydrogen or a silyl group; a R b and R c together denote the imino group of the formula = NY, in which Y is phenyl; or
R d is hydrogen or a silyl group; R a is hydrogen, if R d is hydrogen; or R a is hydrogen or a silyl group, if R d is a silyl group;
R b and R c together represent an oxo group;
and a silyl group represents a tri (ness. alkyl) silyl group; in free or salt form, as an intermediate for cephalosporins.
2. Соединение по п.1, представляющее собой соединение формулы Iб
Figure 00000002

в которой Re обозначает водород или алкил.
2. The compound according to claim 1, which is a compound of formula IB
Figure 00000002

in which R e denotes hydrogen or alkyl.
3. Соединение по п.1, представляющее собой соединение формулы I
Figure 00000003

в которой X- обозначает анион неорганической или органической кислоты и R1 обозначает водород или алкил.
3. The compound according to claim 1, which is a compound of formula I
Figure 00000003

in which X - denotes the anion of an inorganic or organic acid and R 1 denotes hydrogen or alkyl.
4. Соединение по п.1, представляющее собой соединение формулы Iа
Figure 00000004

в которой Ra обозначает водород или силильную группу.
4. The compound according to claim 1, which is a compound of formula Ia
Figure 00000004

in which R a represents hydrogen or a silyl group.
5. Соединение по п.1, представляющее собой соединение формулы II
Figure 00000005

в которой Y имеет значение, определенное в п.1, a Ra имеет значение, определенное в п.3, в свободной форме или в форме соли.
5. The compound according to claim 1, which is a compound of formula II
Figure 00000005

in which Y has the meaning defined in claim 1, a R a has the meaning defined in claim 3, in free form or in salt form.
6. Соединение по п.1, представляющее собой соединение формулы I, определенной в п.3, где R1 обозначает водород, или соединения формулы Ib, определенной в п.2, в свободной форме, где Re обозначает водород, или соединения формулы Iа, определенной в п.4, свободная или латентная альдегидная функциональная группа которого в положении 3 кольца взаимодействует с азотсодержащим альдегидным реагентом с образованием соответствующего продукта.6. The compound according to claim 1, which is a compound of formula I as defined in claim 3, where R 1 is hydrogen, or a compound of formula Ib as defined in claim 2, in free form, where R e is hydrogen, or compounds of formula Ia, as defined in claim 4, whose free or latent aldehyde functional group in the 3-position of the ring interacts with a nitrogen-containing aldehyde reagent to form the corresponding product. 7. Способ получения цефалоспорина, включающий получение соединения формулы VI
Figure 00000006

в которой R5 и R6 одинаковы или различны и обозначают водород или органическую группу, либо R5 и R6 вместе обозначают замещенное или незамещенное кольцо, и превращение полученного продукта в другие цефалоспорины.
7. A method of producing cephalosporin, comprising obtaining a compound of formula VI
Figure 00000006

in which R 5 and R 6 are the same or different and represent hydrogen or an organic group, or R 5 and R 6 together represent a substituted or unsubstituted ring, and the conversion of the resulting product to other cephalosporins.
RU99124184/04A 1994-04-25 1995-04-24 Intermediate derivatives of cephalosporin and method for preparing cephalosporin RU2225411C2 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
ATA857/94 1994-04-25
ATA858/94 1994-04-25
AT0085894A AT402072B (en) 1994-04-25 1994-04-25 Cephem derivatives and process for their preparation
AT85794A AT402927B (en) 1994-04-25 1994-04-25 Novel cephalosporin derivatives, process for their preparation and their use
AT0106694A AT402929B (en) 1994-05-25 1994-05-25 Novel cephalosporin derivatives, process for their preparation and their use
ATA1066/94 1994-05-25

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
RU96122784/04A Division RU2150471C1 (en) 1994-04-25 1995-04-24 Intermediate derivative of cephalosporin and method of synthesis of cephalosporin

Publications (2)

Publication Number Publication Date
RU99124184A true RU99124184A (en) 2001-09-27
RU2225411C2 RU2225411C2 (en) 2004-03-10

Family

ID=27146806

Family Applications (2)

Application Number Title Priority Date Filing Date
RU99124184/04A RU2225411C2 (en) 1994-04-25 1995-04-24 Intermediate derivatives of cephalosporin and method for preparing cephalosporin
RU96122784/04A RU2150471C1 (en) 1994-04-25 1995-04-24 Intermediate derivative of cephalosporin and method of synthesis of cephalosporin

Family Applications After (1)

Application Number Title Priority Date Filing Date
RU96122784/04A RU2150471C1 (en) 1994-04-25 1995-04-24 Intermediate derivative of cephalosporin and method of synthesis of cephalosporin

Country Status (26)

Country Link
US (4) US5856474A (en)
EP (2) EP1340762B1 (en)
JP (1) JP3302369B2 (en)
KR (1) KR100487833B1 (en)
CN (3) CN1145629C (en)
AT (2) ATE244247T1 (en)
AU (1) AU686380B2 (en)
BR (1) BR9507512A (en)
CA (2) CA2533837A1 (en)
CY (1) CY2494B1 (en)
CZ (1) CZ297565B6 (en)
DE (2) DE69536140D1 (en)
DK (1) DK0757691T3 (en)
ES (1) ES2202362T3 (en)
FI (1) FI963761A0 (en)
HU (3) HUT75229A (en)
MX (1) MX9604353A (en)
NO (1) NO318020B1 (en)
NZ (2) NZ329984A (en)
PL (2) PL182864B1 (en)
PT (1) PT757691E (en)
RU (2) RU2225411C2 (en)
SI (1) SI0757691T1 (en)
SK (1) SK285948B6 (en)
TW (1) TW427992B (en)
WO (1) WO1995029182A1 (en)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6248881B1 (en) * 1991-03-08 2001-06-19 Biochemie Gmbh Intermediates and process for the production of 3-vinyl cephalosporins
US5856474A (en) * 1994-04-25 1999-01-05 Biochemie Gesellschaft, M.B.H. Cephalosporin synthesis
ATE370146T1 (en) 1999-07-05 2007-09-15 Basilea Pharmaceutica Ag METHOD FOR PRODUCING CEPHALOSPORINE DERIVATIVES
US6544555B2 (en) 2000-02-24 2003-04-08 Advancis Pharmaceutical Corp. Antibiotic product, use and formulation thereof
US7527807B2 (en) * 2000-06-21 2009-05-05 Cubist Pharmaceuticals, Inc. Compositions and methods for increasing the oral absorption of antimicrobials
WO2001097851A2 (en) 2000-06-21 2001-12-27 Cubist Pharmaceuticals, Inc. Compositions and methods to improve the oral absorption of antimicrobial agents
US20020068078A1 (en) 2000-10-13 2002-06-06 Rudnic Edward M. Antifungal product, use and formulation thereof
JP2006528185A (en) 2003-07-21 2006-12-14 アドバンシス ファーマスーティカル コーポレイション Antibiotic preparations, their use and preparation
US8313776B2 (en) 2003-07-21 2012-11-20 Shionogi Inc. Antibiotic product, use and formulation thereof
JP2006528190A (en) 2003-07-21 2006-12-14 アドバンシス ファーマスーティカル コーポレイション Antibiotic preparations, their use and preparation
CA2535177A1 (en) 2003-08-11 2005-02-24 Advancis Pharmaceutical Corporation Robust pellet
CA2535398C (en) 2003-08-12 2013-11-12 Advancis Pharmaceuticals Corporation Antibiotic product, use and formulation thereof
AU2004270170B2 (en) 2003-08-29 2011-01-27 Shionogi, Inc. Antibiotic product, use and formulation thereof
WO2005027877A1 (en) 2003-09-15 2005-03-31 Advancis Pharmaceutical Corporation Antibiotic product, use and formulation thereof
JP2008505124A (en) 2004-07-02 2008-02-21 アドバンシス ファーマスーティカル コーポレイション Pulse delivery tablets
AU2006242535B2 (en) * 2005-04-29 2012-08-09 Merck Sharp & Dohme Corp. Therapeutic compositions
US8357394B2 (en) 2005-12-08 2013-01-22 Shionogi Inc. Compositions and methods for improved efficacy of penicillin-type antibiotics
US8778924B2 (en) 2006-12-04 2014-07-15 Shionogi Inc. Modified release amoxicillin products
US8299052B2 (en) 2006-05-05 2012-10-30 Shionogi Inc. Pharmaceutical compositions and methods for improved bacterial eradication
WO2010136423A1 (en) * 2009-05-25 2010-12-02 Sandoz Ag Method for the production of ceftobiprole medocaril
ITMI20131820A1 (en) * 2013-11-04 2015-05-05 Laboratorio Chimico Int Spa PROCEDURE FOR THE PREPARATION OF OLOPATADIN
CN109180704B (en) * 2018-11-19 2020-06-05 齐鲁安替制药有限公司 Synthesis method of cefditoren pivoxil
US20220332728A1 (en) 2019-09-06 2022-10-20 Nabriva Therapeutics GmbH Siderophore cephalosporin conjugates and uses thereof

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3351596A (en) * 1966-09-21 1967-11-07 Lilly Co Eli 3-formyl cephalosporins
CH546794A (en) * 1970-06-18 1974-03-15 Ciba Geigy Ag PROCESS FOR THE PRODUCTION OF CEPHALOSPORANIC ACID DERIVATIVES.
CH556876A (en) * 1971-05-19 1974-12-13 Ciba Geigy Ag 3-Formyl-7-amino-ceph-3-em-4-oate esters - with cleavable ester gps., prepd. by sulphoxide-anhydride oxidn. of the 3-hydroxymethyl cpds.
US3674784A (en) * 1970-07-27 1972-07-04 Lilly Co Eli 3-formyl cephalosporin sulfoxides
GB1368231A (en) * 1970-07-31 1974-09-25 Glaxo Lab Ltd Thio-substituted azetidinones and thiazolino azetidinones
US3880851A (en) * 1971-12-24 1975-04-29 Lilly Co Eli Antibiotic method
CA1109860A (en) 1972-12-08 1981-09-29 Shinji Terao Process for producing lactol-type cephalosporins
JPS49109391A (en) * 1973-02-28 1974-10-17
JPS5093989A (en) * 1973-10-25 1975-07-26
JPS5071691A (en) * 1973-11-02 1975-06-13
JPS5129492A (en) * 1974-09-04 1976-03-12 Sankyo Co Sefuarosuhorinjudotai no seiho
GB1447959A (en) * 1975-02-27 1976-09-02 Shionogi & Co Process for preparing cephem aldehyde derivatives
US4101658A (en) * 1975-06-04 1978-07-18 Shionogi & Co., Ltd. Antibacterial hydrazono cephalosporins
GB8821797D0 (en) * 1988-09-16 1988-10-19 Beecham Group Plc Novel compounds
JPH0347187A (en) 1989-04-12 1991-02-28 Yamanouchi Pharmaceut Co Ltd New cephalosporin derivative
JP2895900B2 (en) * 1990-03-08 1999-05-24 大塚化学株式会社 Method for producing 3-formylsefm derivative
ES2157199T3 (en) * 1991-03-08 2001-08-16 Biochemie Gmbh NEW PROCEDURE FOR THE PRODUCTION OF CEPHALOSPORINS AND NEW INTERMEDIATE COMPOUNDS FOR THIS PROCEDURE.
AT400436B (en) * 1992-11-10 1995-12-27 Biochemie Gmbh NEW METHOD FOR PRODUCING 3-VINYLCEPHALOSPORINE COMPOUNDS
DE69431691T2 (en) 1993-04-16 2003-08-21 Basilea Pharmaceutica Ag Binni Cephalosporin derivatives
US5856474A (en) * 1994-04-25 1999-01-05 Biochemie Gesellschaft, M.B.H. Cephalosporin synthesis

Similar Documents

Publication Publication Date Title
RU99124184A (en) INTERMEDIATE DERIVATIVES OF CEPHALOSPORIN AND METHOD FOR PRODUCING CEPHALOSPORIN
RU2225411C2 (en) Intermediate derivatives of cephalosporin and method for preparing cephalosporin
ATE18910T1 (en) SUCCINIMIDE DERIVATIVES AND PROCESSES FOR THEIR MANUFACTURE.
RU98119523A (en) COMPOUNDS OF PIPERAZIN AND PIPERIDINE
ATE254612T1 (en) SUGAR DERIVATIVES, GELLING AGENTS, GELLING AGENT PREPARATIONS, METHOD FOR THE PRODUCTION THEREOF AND GEL PREPARATIONS
DE69021502D1 (en) Benzimidazole derivatives, process for their preparation and use.
RU96122784A (en) CEFALOSPORIN SYNTHESIS
KR850001184A (en) Method for preparing 1,5-benzothiazepine derivative
KR840004756A (en) Method of manufacturing antipsychotic
CA2080221A1 (en) An improved process for the preparation of substituted indolone derivatives
DK191984A (en) HYDROXYPHENYLAMINOBENZENAL CHANOLS, AS ANTIALLERGIC AGENTS, PROCEDURES FOR THE PRODUCTION OF THEM, INTERMEDIATES FOR USE THEREOF AND PROCEDURES FOR THE PRODUCTION OF THESE
KR930701419A (en) Intermediates for the preparation of chelating agents having a predetermined symmetry and methods of making the same
ATE16702T1 (en) PROCESS FOR THE PREPARATION OF PHENYLAETHYLTRIAZOLE.
KR840005449A (en) Benzothiopyranopyridinone
KR890002174A (en) Tricyclic Separm Compounds, Methods for Making and Uses thereof
KR850001194A (en) compound
KR850003407A (en) Process for preparing organophosphate ester derivative
IE801382L (en) Piperidines.
ID18021A (en) MAKING OF GAMMA-HALOTIGLIC ACID ALDEHID
KR850002095A (en) Method for preparing 4,7-dihydropyrazolo [3,4-b] pyridine derivative
DE69302007D1 (en) ANDROST-4-EN [4,5-B] PYRROL DERIVATIVES AND A METHOD FOR THE PRODUCTION THEREOF
KR940009153A (en) Intermediate compounds for the preparation of antifolate compounds and preparation methods thereof
KR890005136A (en) Azetidinone N-phosphonomethyl ester
KR870000348A (en) Method for producing amine addition compound of aluminum phosphinate
ES8506606A1 (en) Process for the preparation of basic oxime ethers