FI84268C - 7-amino-3-propenylcefalosporansyra och dess estrar och ett förfarande för framställning av dessa - Google Patents
7-amino-3-propenylcefalosporansyra och dess estrar och ett förfarande för framställning av dessa Download PDFInfo
- Publication number
- FI84268C FI84268C FI861634A FI861634A FI84268C FI 84268 C FI84268 C FI 84268C FI 861634 A FI861634 A FI 861634A FI 861634 A FI861634 A FI 861634A FI 84268 C FI84268 C FI 84268C
- Authority
- FI
- Finland
- Prior art keywords
- amino
- cephem
- mixture
- propen
- compound
- Prior art date
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
- C07D501/14—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
-
- 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
- C07D501/22—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with radicals containing only hydrogen and carbon atoms, attached in position 3
-
- 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)
Claims (8)
1. Cefalosporansyraderivat med formeln 5 K2N-1 ^ fj N v. CH=CH—CH_ o' 3 C00R 10 där 3-propenylgruppen har Z-konfiguration och R är väte eller en konventionell karboxiskyddsgrupp, och syraaddi-tions- och metallsalter därav.
2. Cefalosporansyraderivat enligt patentkravet 1, kännetecknat därav, att R är difenylmetyl.
3. Cefalosporansyraderivat enligt patentkravet 1, kännetecknat därav, att syraadditionssaltet är hydroklorid.
4. Cefalosporansyraderivat enligt patentkravet 1, kännetecknat därav, att det är difenylmetyl-7B-amino-3-[(Z)-l-propen-l-yl]-3-cefem-4-karboksylat eller dess hydroklorid.
5. Cefalosporansyraderivat enligt patentkravet 1, 25 kännetecknat därav, att det är 7B-amino-[(Z)- 1-propen-1-yl]-3-cefem-4-karboxylsyra eller dess hydroklorid .
6. Förfarande för framställning av ett cefalosporansyraderivat enligt patentkravet 1, känneteck- 30. a t därav, att en förening med formeln <^~~^-CE=N-{ ^ 35 ^Nvy^CH=PPh3 COOR 20 84268 där R är väte eller en karboxiskyddsgrupp och Ph är en fenylgrupp, omsätts med acetaldehyd i ett inert organiskt reaktionsmedium, som är diklormetan, N,N-dimetylformamid, isopropanol eller en blandning av dessa, vid en reaktions-5 temperatur av 0-25Λ0, varvid erhälls en förening med for-meln COOK 15 varefter bensylidengruppen eller bäde bensylidengruppen och karboxiskyddsgruppen avlägsnas och, om sä önskas, separeras 3-(Z)- och 3-(E)-isomererna, varvid erhälls en förening med formeln 20 c 'TT Ί - N\^^"CH=CH-CH3 COOR 25 där R betecknar samma som ovan.
7. Förfarande enligt patentkravet 6, kanne- t e c k n a t därav, att reaktionen med acetaldehyd ut-30 förs i närvaro av litiumhalogenid.
8. Förfarande enligt patentkravet 7, k ä n n e - t e c k n a t därav, att litiumhalogeniden är litiumklo-rid, litiumbromid eller litiumjodid, företrädesvis litium-bromid-35
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72587185A | 1985-04-22 | 1985-04-22 | |
| US72587185 | 1985-04-22 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI861634A0 FI861634A0 (fi) | 1986-04-17 |
| FI861634A FI861634A (fi) | 1986-10-23 |
| FI84268B FI84268B (fi) | 1991-07-31 |
| FI84268C true FI84268C (sv) | 1991-11-11 |
Family
ID=24916301
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI861634A FI84268C (sv) | 1985-04-22 | 1986-04-17 | 7-amino-3-propenylcefalosporansyra och dess estrar och ett förfarande för framställning av dessa |
Country Status (38)
| Country | Link |
|---|---|
| JP (1) | JPS61249989A (sv) |
| KR (1) | KR860008189A (sv) |
| CN (1) | CN1015714B (sv) |
| AR (1) | AR242581A1 (sv) |
| AT (1) | AT392072B (sv) |
| AU (1) | AU589170B2 (sv) |
| BE (1) | BE904646A (sv) |
| CA (1) | CA1273629A (sv) |
| CH (1) | CH671399A5 (sv) |
| CS (1) | CS270435B2 (sv) |
| CY (1) | CY1571A (sv) |
| DD (1) | DD244557A5 (sv) |
| DE (1) | DE3613365A1 (sv) |
| DK (1) | DK163584C (sv) |
| EG (1) | EG18001A (sv) |
| ES (1) | ES8800236A1 (sv) |
| FI (1) | FI84268C (sv) |
| FR (1) | FR2580652B1 (sv) |
| GB (1) | GB2173798B (sv) |
| GR (1) | GR861065B (sv) |
| HK (1) | HK106290A (sv) |
| HU (1) | HU195223B (sv) |
| IE (1) | IE59014B1 (sv) |
| IT (1) | IT1228241B (sv) |
| LU (1) | LU86402A1 (sv) |
| MY (1) | MY100694A (sv) |
| NL (1) | NL192205C (sv) |
| NO (1) | NO164659C (sv) |
| NZ (1) | NZ215717A (sv) |
| OA (1) | OA08245A (sv) |
| PT (1) | PT82436B (sv) |
| SE (1) | SE500217C2 (sv) |
| SG (1) | SG90890G (sv) |
| SU (1) | SU1435155A3 (sv) |
| YU (1) | YU43697B (sv) |
| ZA (1) | ZA862985B (sv) |
| ZM (1) | ZM4286A1 (sv) |
| ZW (1) | ZW9086A1 (sv) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4708955A (en) * | 1985-06-24 | 1987-11-24 | Bristol-Myers Company | 3-(substituted)propenyl-7-aminothiazol-ylcephalosporanic acids and esters thereof |
| US4870168A (en) * | 1987-02-26 | 1989-09-26 | Bristol-Myers Company | 3-Unsaturated alkyl cephems from 3-triflyl cephems |
| DE3933934A1 (de) * | 1989-10-03 | 1991-04-11 | Bayer Ag | Verfahren zur herstellung von 7-amino-3-((z)-1-propen-1-yl)-3-cephem-4-carbonsaeure |
| DE69231815T2 (de) * | 1991-03-08 | 2001-09-27 | Biochemie Gmbh | Verfahren zur Herstellung von Cephalosporinen und Zwischenprodukte in diesem Verfahren |
| JP2825655B2 (ja) * | 1992-02-05 | 1998-11-18 | バイオケミ・ゲゼルシヤフト・エム・ベー・ハー | ３−セフェム−４−カルボン酸誘導体の精製方法 |
| AT399876B (de) * | 1992-02-05 | 1995-08-25 | Biochemie Gmbh | Verfahren zur abreicherung von 7-amino-3-((e)-1- propen-1-yl)-3-cephem-4-carbonsäure |
| JPH07173168A (ja) * | 1993-07-14 | 1995-07-11 | Sumitomo Chem Co Ltd | セフェム系化合物、その製法、およびそれのセフェム系抗生物質製造への利用 |
| US20060173176A1 (en) * | 2002-10-08 | 2006-08-03 | Yatendra Kumar | Process for the preparation of (z)-isomer enriched 7-amino-3-propen-1-yl-3-cephem-4-carboxylic acid |
| WO2005042543A1 (en) * | 2003-10-30 | 2005-05-12 | Cj Corporation | Processes for the preparation of cephem derivatives |
| 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 |
| EP1809638B1 (en) | 2004-11-01 | 2010-02-17 | Hetero Drugs Limited | A novel process for preparation of cefprozil intermediate |
| CN103183686B (zh) * | 2011-12-30 | 2016-06-29 | 浙江新和成股份有限公司 | 7β-氨基-7α-甲氧基-3-头孢烯化合物的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3769277A (en) * | 1970-01-23 | 1973-10-30 | Glaxo Lab Ltd | Preparation of delta3-4 carboxy cephalosporins having a 3-vinyl or substituted 3-vinyl group |
| US4110534A (en) * | 1970-01-23 | 1978-08-29 | Glaxo Laboratories Limited | Process for the preparation of 3-vinyl and substituted vinyl cephalosporins |
| GB1342241A (en) * | 1970-01-23 | 1974-01-03 | Glaxo Lab Ltd | Cephalosporin compounds |
| US4065620A (en) * | 1971-06-14 | 1977-12-27 | Eli Lilly And Company | 3-(Substituted) vinyl cephalosporins |
| US4409214A (en) * | 1979-11-19 | 1983-10-11 | Fujisawa Pharmaceutical, Co., Ltd. | 7-Acylamino-3-vinylcephalosporanic acid derivatives and processes for the preparation thereof |
| US4520022A (en) * | 1983-01-28 | 1985-05-28 | Bristol-Myers Company | Substituted vinyl cephalosporins |
| AU566944B2 (en) * | 1983-10-07 | 1987-11-05 | Gist-Brocades N.V. | Preparation of 3-cephem derivatives |
-
1986
- 1986-03-21 FR FR8604051A patent/FR2580652B1/fr not_active Expired
- 1986-04-07 NZ NZ215717A patent/NZ215717A/xx unknown
- 1986-04-11 NO NO861430A patent/NO164659C/no unknown
- 1986-04-16 AU AU56168/86A patent/AU589170B2/en not_active Expired
- 1986-04-16 SU SU864027263A patent/SU1435155A3/ru active
- 1986-04-17 EG EG219/86A patent/EG18001A/xx active
- 1986-04-17 FI FI861634A patent/FI84268C/sv not_active IP Right Cessation
- 1986-04-18 CA CA000507037A patent/CA1273629A/en not_active Expired - Lifetime
- 1986-04-18 AR AR86303699A patent/AR242581A1/es active
- 1986-04-21 CN CN86102630A patent/CN1015714B/zh not_active Expired
- 1986-04-21 ES ES554215A patent/ES8800236A1/es not_active Expired
- 1986-04-21 GB GB08609661A patent/GB2173798B/en not_active Expired
- 1986-04-21 ZM ZM42/86A patent/ZM4286A1/xx unknown
- 1986-04-21 DE DE19863613365 patent/DE3613365A1/de active Granted
- 1986-04-21 ZA ZA862985A patent/ZA862985B/xx unknown
- 1986-04-21 NL NL8601011A patent/NL192205C/nl not_active IP Right Cessation
- 1986-04-21 DK DK182486A patent/DK163584C/da not_active IP Right Cessation
- 1986-04-21 ZW ZW90/86A patent/ZW9086A1/xx unknown
- 1986-04-21 CS CS862872A patent/CS270435B2/cs not_active IP Right Cessation
- 1986-04-21 IT IT8620162A patent/IT1228241B/it active
- 1986-04-21 LU LU86402A patent/LU86402A1/fr unknown
- 1986-04-21 SE SE8601825A patent/SE500217C2/sv not_active IP Right Cessation
- 1986-04-21 DD DD86289446A patent/DD244557A5/de unknown
- 1986-04-21 PT PT82436A patent/PT82436B/pt unknown
- 1986-04-21 HU HU861664A patent/HU195223B/hu unknown
- 1986-04-21 IE IE104886A patent/IE59014B1/en not_active IP Right Cessation
- 1986-04-21 BE BE0/216572A patent/BE904646A/fr not_active IP Right Cessation
- 1986-04-21 CH CH1601/86A patent/CH671399A5/de not_active IP Right Cessation
- 1986-04-21 OA OA58840D patent/OA08245A/xx unknown
- 1986-04-22 GR GR861065A patent/GR861065B/el unknown
- 1986-04-22 AT AT0106786A patent/AT392072B/de not_active IP Right Cessation
- 1986-04-22 KR KR1019860003085A patent/KR860008189A/ko not_active Application Discontinuation
- 1986-04-22 JP JP61091419A patent/JPS61249989A/ja active Granted
- 1986-04-22 YU YU659/86A patent/YU43697B/xx unknown
-
1987
- 1987-09-29 MY MYPI87002270A patent/MY100694A/en unknown
-
1990
- 1990-11-09 SG SG908/90A patent/SG90890G/en unknown
- 1990-12-18 HK HK1062/90A patent/HK106290A/xx not_active IP Right Cessation
-
1991
- 1991-12-20 CY CY1571A patent/CY1571A/xx unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SU1303029A3 (ru) | Способ получени производных цефалоспорина | |
| FI74019C (sv) | Förfarande för framställning av 7beta-acylamino-3-substitueradmetyl-3- cefem-4-karboxylsyraderivat | |
| US4267320A (en) | Cephalosporin antibiotics | |
| FI84268C (sv) | 7-amino-3-propenylcefalosporansyra och dess estrar och ett förfarande för framställning av dessa | |
| US4482710A (en) | Process for preparing 3-alkoxymethylcephalosporin derivatives | |
| GB1571683A (en) | Ester derivatives of cefuroxime | |
| US4368325A (en) | Processes for preparing 3-cephem compounds | |
| US4699979A (en) | 7-amino-3-propenylcephalosporanic acid and esters thereof | |
| US4148997A (en) | 7-[Sulfomethyl)phenyl]acetamidocephalosporin derivatives | |
| US5109132A (en) | Process for the preparation of 3-exomethylene cepham derivatives | |
| US4699981A (en) | Cephalosporin derivatives | |
| US4139701A (en) | 7-Amino-3-(sulfonic acid and sulfamoyl substituted tetrazolythiomethyl)cephalosporin intermediates | |
| US4959495A (en) | Process for the preparation of intermediates used to produce aminothiazoloximino cephalosporins | |
| CA1073901A (en) | Cephalosporins | |
| FI72521C (sv) | Förfarande för framställning av cefalosporinderivat. | |
| US4659812A (en) | Cephalosporin intermediates | |
| US4115646A (en) | Process for preparing 7-aminocephalosporanic acid derivatives | |
| FI72122C (sv) | Förfarande för framställning av derivat av kefalosporin. | |
| US5162522A (en) | Method for producing cephem compounds | |
| EP0136177A2 (en) | 3-Azidocephalosporins as intermediates and novel antibacterial agents | |
| US4841044A (en) | Cephalosporin derivatives | |
| US5066799A (en) | Intermediates for the preparation of aminothiazoloximino cephalosporins | |
| US4226806A (en) | 7-[(Sulfomethyl)phenyl]acetamidocephalosporin derivatives | |
| EP0638574A1 (en) | Oxime derivatives of cephalosporanic structure and compounds for their preparation | |
| KR810000635B1 (ko) | 세팔로스포린 화합물의 제조법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Patent granted |
Owner name: BRISTOL-MYERS SQUIBB COMPANY |
|
| MA | Patent expired |