KR850005845A - 7-아미노-3-치환된-메틸-3-세펨-4-카복실산 및 그의 저급 알킬실릴 유도체의 제조방법 - Google Patents
7-아미노-3-치환된-메틸-3-세펨-4-카복실산 및 그의 저급 알킬실릴 유도체의 제조방법 Download PDFInfo
- Publication number
- KR850005845A KR850005845A KR1019850000823A KR850000823A KR850005845A KR 850005845 A KR850005845 A KR 850005845A KR 1019850000823 A KR1019850000823 A KR 1019850000823A KR 850000823 A KR850000823 A KR 850000823A KR 850005845 A KR850005845 A KR 850005845A
- Authority
- KR
- South Korea
- Prior art keywords
- amino
- formula
- group
- substituted
- carboxylic acid
- Prior art date
Links
- 125000005103 alkyl silyl group Chemical group 0.000 title claims 7
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 238000000034 method Methods 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000003277 amino group Chemical group 0.000 claims 3
- 150000001450 anions Chemical class 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- NRKYWOKHZRQRJR-UHFFFAOYSA-N 2,2,2-trifluoroacetamide Chemical compound NC(=O)C(F)(F)F NRKYWOKHZRQRJR-UHFFFAOYSA-N 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- -1 pyrazole compound Chemical class 0.000 claims 2
- 150000001449 anionic compounds Chemical class 0.000 claims 1
- 150000007942 carboxylates Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 229910001412 inorganic anion Inorganic materials 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
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
- C07D501/38—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
-
- 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
- C07D501/18—7-Aminocephalosporanic or substituted 7-aminocephalosporanic acids
-
- 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)
- Cephalosporin Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (6)
- 일반식(Ⅲ)의 7-아미노-3-할로게노메틸-3-세펨-4-카복실산을 일산식(Ⅲ1) 또는(Ⅲ2)의 (트리-저급알킬실릴)트리플루오로아세트 아미드 및 일반식(Ⅳ)의 피라딘 화합물과 반응시킨 다음 생성된 일반식(Ⅰ1)의 화합물의 보호그룹(즉, 트리저급알킬실릴그룹)을 제거함을 특징으로 하여, 일반식(Ⅰ2)의 7-아미노-3-치환된-메틸-3-세펨-4-카복실산 또는 카복실레이트를 제조하는 방법.상기식에서, R1은 저급알킬 그룹이고,A는또는이며,R2는 수소원자 또는 아미노 그룹이고, n은 정수 1 또는 2이고,는 음이온이고, X는 할로겐원자이다.
- 일반식(Ⅱ)의 7-아미노-3-할로게노메틸-3-세펨-4-카복실산을 일반식(Ⅲ1) 또는 (Ⅲ2)의 (트리-저급알킬실릴)트리플루오로아세트아미드 및 일반식(Ⅳ)의 피리딘 화합물과 반응시킴을 특징으로하여, 일반식(Ⅰ)의 트리-저급알킬실릴 유도체를 제조하는 방법.상기식에서,이며,R2는 수소원자 또는 아미노 그룹이고, n은 정수 1또는 2이고, ,는 음이온이고, R1은 저급알킬 그룹이고, X는 할로겐 원자이다.
- 일반식(Ⅰ1)의 트리-저급알킬실릴 유도체로부터 보호그룹(즉, 트리-저급알킬실릴그룹)을 제거함을 특징으로 하여, 일반식(Ⅰ2)의 7-아미노-3-치환된-메틸-3-세펨-4-카복실산을 제조하는 방법.(여기에서, R2는 수소원자 또는 아미노 그룹이고, n은 정수 1또는 2이다)이고,는 음이온이고, R1은 저급 알킬그룹이다.
- 제1,2 또는 3항에 있어서, R1이 메틸그룹인 방법.
- 제 1,2 또는 3항에 있어서, X가 요오드원자이고, Y가 요오드 원자인 방법.
- 제1,2 또는 3항에 있어서, Y가 무기 음이온인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP24110 | 1984-02-10 | ||
JP59024110A JPS60169486A (ja) | 1984-02-10 | 1984-02-10 | 7−アミノ−3−置換メチル−3−セフエム−4−カルボン酸およびその低級アルキルシリル誘導体の製造法 |
JP24110/84 | 1984-02-10 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR850005845A true KR850005845A (ko) | 1985-09-26 |
KR920002869B1 KR920002869B1 (ko) | 1992-04-06 |
Family
ID=12129194
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019850000823A KR920002869B1 (ko) | 1984-02-10 | 1985-02-09 | 7-아미노-3-치환된-메틸-3-세펨-4-카복실산 및 그의 저급 알킬실릴 유도체의 제조방법 |
Country Status (5)
Country | Link |
---|---|
US (2) | US4699980A (ko) |
EP (1) | EP0154417A3 (ko) |
JP (1) | JPS60169486A (ko) |
KR (1) | KR920002869B1 (ko) |
ES (2) | ES8700861A1 (ko) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60169486A (ja) * | 1984-02-10 | 1985-09-02 | Yamanouchi Pharmaceut Co Ltd | 7−アミノ−3−置換メチル−3−セフエム−4−カルボン酸およびその低級アルキルシリル誘導体の製造法 |
WO1986003204A1 (en) * | 1984-11-23 | 1986-06-05 | Biochemie Gesellschaft M.B.H. | New process for procuding cephalosporine derivatives |
US4749522A (en) * | 1985-10-31 | 1988-06-07 | Angio-Medical Corporation | Supercritical fluid extraction of animal derived materials |
US5231170A (en) * | 1986-08-27 | 1993-07-27 | Paul Averback | Antibodies to dense microspheres |
EP0300546B1 (en) * | 1987-07-10 | 1995-08-09 | Gist-Brocades N.V. | Process for the preparation of cephem compounds and cephalosporin derivatives |
AT395854B (de) * | 1991-05-24 | 1993-03-25 | Biochemie Gmbh | Neues verfahren zur herstellung von 7-amino-3azidomethyl-3-cephem-4-carbonsaeure und deren derivate |
EP2753326A4 (en) | 2011-09-09 | 2015-04-15 | Cubist Pharm Inc | METHOD FOR THE TREATMENT OF INTRAPULMONARY INFECTIONS |
US8809314B1 (en) | 2012-09-07 | 2014-08-19 | Cubist Pharmacueticals, Inc. | Cephalosporin compound |
US8476425B1 (en) | 2012-09-27 | 2013-07-02 | Cubist Pharmaceuticals, Inc. | Tazobactam arginine compositions |
CN110279698B (zh) | 2013-03-15 | 2022-10-28 | 默沙东有限责任公司 | 头孢特咯瓒抗生素组合物 |
US20140274993A1 (en) | 2013-03-15 | 2014-09-18 | Cubist Pharmaceuticals, Inc. | Ceftolozane-tazobactam pharmaceutical compositions |
US9872906B2 (en) | 2013-03-15 | 2018-01-23 | Merck Sharp & Dohme Corp. | Ceftolozane antibiotic compositions |
US10376496B2 (en) | 2013-09-09 | 2019-08-13 | Merck, Sharp & Dohme Corp. | Treating infections with ceftolozane/tazobactam in subjects having impaired renal function |
US20150094293A1 (en) | 2013-09-27 | 2015-04-02 | Calixa Therapeutics, Inc. | Solid forms of ceftolozane |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5653557B2 (ko) * | 1973-10-15 | 1981-12-19 | ||
GB1532682A (en) * | 1976-04-27 | 1978-11-22 | Bristol Myers Co | Process for the preparation of cephadroxil |
GB2069482B (en) * | 1980-02-14 | 1984-04-04 | Gist Brocades Nv | Process for the preparation of 3'-bromosubstituted deacetoxycephalosporanic acid sulphoxide derivatives |
DE3175156D1 (en) * | 1980-08-29 | 1986-09-25 | Fujisawa Pharmaceutical Co | New cephem compounds and processes for preparation thereof |
DE3118732A1 (de) * | 1981-05-12 | 1982-12-02 | Hoechst Ag, 6000 Frankfurt | Cephalosporinderivate und verfahren zu ihrer herstellung |
DE3207840A1 (de) * | 1982-03-04 | 1983-09-15 | Hoechst Ag, 6230 Frankfurt | "cephalosporinderivate und verfahren zu ihrer herstellung" |
GB2125807B (en) * | 1982-05-26 | 1986-01-08 | Lilly Industries Ltd | Preparation of penicillin and cephalosporin compounds and novel intermediates useful therein |
DE3232391A1 (de) * | 1982-08-31 | 1984-03-01 | Bayer Ag, 5090 Leverkusen | Polycarbonate mit konjugierte doppelbindungen enthaltenden endgruppen, gegebenenfalls im gemisch mit bekannten aromatischen polycarbonaten, ihre herstellung und ihre verwendung |
DE3247613A1 (de) * | 1982-12-23 | 1984-07-05 | Hoechst Ag, 6230 Frankfurt | Cephalosporinderivate und verfahren zu ihrer herstellung |
DE3248281A1 (de) * | 1982-12-28 | 1984-06-28 | Hoechst Ag, 6230 Frankfurt | Kristalisierte cephem-saeureadditionssalze und verfahren zu ihrer herstellung |
DE3316796A1 (de) * | 1983-05-07 | 1984-11-08 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von cephemverbindungen |
DE3316798A1 (de) * | 1983-05-07 | 1984-11-08 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von cephemverbindungen |
US4540779A (en) * | 1983-06-20 | 1985-09-10 | Eli Lilly And Company | Crystalline 7-(R)-amino-3-(1'pyridiniummethyl)-ceph-3-em-4-carboxylate monohydrochloride monohydrate compound |
JPS60169486A (ja) * | 1984-02-10 | 1985-09-02 | Yamanouchi Pharmaceut Co Ltd | 7−アミノ−3−置換メチル−3−セフエム−4−カルボン酸およびその低級アルキルシリル誘導体の製造法 |
US4703118A (en) * | 1985-04-08 | 1987-10-27 | Eli Lilly And Company | Synthesis of 3-iodomethyl cephalosporins |
US4665168A (en) * | 1986-04-14 | 1987-05-12 | Eli Lilly And Company | Cephalosporin intermediate |
-
1984
- 1984-02-10 JP JP59024110A patent/JPS60169486A/ja active Pending
-
1985
- 1985-02-07 ES ES540200A patent/ES8700861A1/es not_active Expired
- 1985-02-07 EP EP85300823A patent/EP0154417A3/en not_active Withdrawn
- 1985-02-08 US US06/699,584 patent/US4699980A/en not_active Expired - Fee Related
- 1985-02-09 KR KR1019850000823A patent/KR920002869B1/ko active IP Right Grant
-
1986
- 1986-04-16 ES ES554060A patent/ES8800241A1/es not_active Expired
-
1987
- 1987-05-04 US US07/046,661 patent/US4845211A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US4699980A (en) | 1987-10-13 |
US4845211A (en) | 1989-07-04 |
ES8700861A1 (es) | 1986-11-16 |
ES8800241A1 (es) | 1987-11-01 |
EP0154417A2 (en) | 1985-09-11 |
ES554060A0 (es) | 1987-11-01 |
ES540200A0 (es) | 1986-11-16 |
KR920002869B1 (ko) | 1992-04-06 |
EP0154417A3 (en) | 1986-06-11 |
JPS60169486A (ja) | 1985-09-02 |
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