KR860008189A - 7-아미노-3- 프로페닐 세팔로스포란산 및 그 에스텔 - Google Patents
7-아미노-3- 프로페닐 세팔로스포란산 및 그 에스텔 Download PDFInfo
- Publication number
- KR860008189A KR860008189A KR1019860003085A KR860003085A KR860008189A KR 860008189 A KR860008189 A KR 860008189A KR 1019860003085 A KR1019860003085 A KR 1019860003085A KR 860003085 A KR860003085 A KR 860003085A KR 860008189 A KR860008189 A KR 860008189A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- group
- salt
- lithium
- amino
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims 4
- 150000002148 esters Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 11
- -1 2- (trimethylsilyl) ethyl Chemical group 0.000 claims 7
- 229910052744 lithium Inorganic materials 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 2
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical group [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims 2
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 1
- 239000012430 organic reaction media Substances 0.000 claims 1
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 238000002054 transplantation Methods 0.000 claims 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 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
- C07D501/18—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)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019900002094A KR900004930B1 (ko) | 1985-04-22 | 1990-02-21 | 7-아미노-3-프로페닐 세팔로스포란산 및 그 에스텔의 제조방법 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72587185A | 1985-04-22 | 1985-04-22 | |
| US725,871 | 1985-04-22 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019900002094A Division KR900004930B1 (ko) | 1985-04-22 | 1990-02-21 | 7-아미노-3-프로페닐 세팔로스포란산 및 그 에스텔의 제조방법 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR860008189A true KR860008189A (ko) | 1986-11-12 |
Family
ID=24916301
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019860003085A KR860008189A (ko) | 1985-04-22 | 1986-04-22 | 7-아미노-3- 프로페닐 세팔로스포란산 및 그 에스텔 |
Country Status (38)
| Country | Link |
|---|---|
| JP (1) | JPS61249989A (zh) |
| KR (1) | KR860008189A (zh) |
| CN (1) | CN1015714B (zh) |
| AR (1) | AR242581A1 (zh) |
| AT (1) | AT392072B (zh) |
| AU (1) | AU589170B2 (zh) |
| BE (1) | BE904646A (zh) |
| CA (1) | CA1273629A (zh) |
| CH (1) | CH671399A5 (zh) |
| CS (1) | CS270435B2 (zh) |
| CY (1) | CY1571A (zh) |
| DD (1) | DD244557A5 (zh) |
| DE (1) | DE3613365A1 (zh) |
| DK (1) | DK163584C (zh) |
| EG (1) | EG18001A (zh) |
| ES (1) | ES8800236A1 (zh) |
| FI (1) | FI84268C (zh) |
| FR (1) | FR2580652B1 (zh) |
| GB (1) | GB2173798B (zh) |
| GR (1) | GR861065B (zh) |
| HK (1) | HK106290A (zh) |
| HU (1) | HU195223B (zh) |
| IE (1) | IE59014B1 (zh) |
| IT (1) | IT1228241B (zh) |
| LU (1) | LU86402A1 (zh) |
| MY (1) | MY100694A (zh) |
| NL (1) | NL192205C (zh) |
| NO (1) | NO164659C (zh) |
| NZ (1) | NZ215717A (zh) |
| OA (1) | OA08245A (zh) |
| PT (1) | PT82436B (zh) |
| SE (1) | SE500217C2 (zh) |
| SG (1) | SG90890G (zh) |
| SU (1) | SU1435155A3 (zh) |
| YU (1) | YU43697B (zh) |
| ZA (1) | ZA862985B (zh) |
| ZM (1) | ZM4286A1 (zh) |
| ZW (1) | ZW9086A1 (zh) |
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 |
| ES2157199T3 (es) * | 1991-03-08 | 2001-08-16 | Biochemie Gmbh | Nuevo procedimiento para la produccion de cefalosporinas y nuevos compuestos intermedios para este procedimiento. |
| KR950700311A (ko) | 1992-02-05 | 1995-01-16 | 게오르게스 그렐리니, 한스 루돌프하우스 | 3-세펨-4-카복실산 유도체의 정제방법(Process for the purification of a 3-cephem-4-carboxylic acid derivatives) |
| 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 |
| WO2004033464A1 (en) * | 2002-10-08 | 2004-04-22 | Ranbaxy Laboratories Limited | Process for the preparation of (z)-isomer enriched 7-amino-3-propen-1-yl-3-cephem-4- carboxylic acid |
| EP1678186A4 (en) * | 2003-10-30 | 2007-04-25 | Cj Corp | PROCESS 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 |
|---|---|---|---|---|
| US4110534A (en) * | 1970-01-23 | 1978-08-29 | Glaxo Laboratories Limited | Process for the preparation of 3-vinyl and substituted vinyl cephalosporins |
| 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 |
| 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 FI FI861634A patent/FI84268C/fi not_active IP Right Cessation
- 1986-04-17 EG EG219/86A patent/EG18001A/xx active
- 1986-04-18 AR AR86303699A patent/AR242581A1/es active
- 1986-04-18 CA CA000507037A patent/CA1273629A/en not_active Expired - Lifetime
- 1986-04-21 OA OA58840D patent/OA08245A/xx unknown
- 1986-04-21 CN CN86102630A patent/CN1015714B/zh not_active Expired
- 1986-04-21 BE BE0/216572A patent/BE904646A/fr not_active IP Right Cessation
- 1986-04-21 DK DK182486A patent/DK163584C/da not_active IP Right Cessation
- 1986-04-21 LU LU86402A patent/LU86402A1/fr unknown
- 1986-04-21 IT IT8620162A patent/IT1228241B/it active
- 1986-04-21 DD DD86289446A patent/DD244557A5/de unknown
- 1986-04-21 IE IE104886A patent/IE59014B1/en not_active IP Right Cessation
- 1986-04-21 CH CH1601/86A patent/CH671399A5/de not_active IP Right Cessation
- 1986-04-21 PT PT82436A patent/PT82436B/pt unknown
- 1986-04-21 HU HU861664A patent/HU195223B/hu unknown
- 1986-04-21 ZM ZM42/86A patent/ZM4286A1/xx unknown
- 1986-04-21 DE DE19863613365 patent/DE3613365A1/de active Granted
- 1986-04-21 ES ES554215A patent/ES8800236A1/es not_active Expired
- 1986-04-21 CS CS862872A patent/CS270435B2/cs not_active IP Right Cessation
- 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 GB GB08609661A patent/GB2173798B/en not_active Expired
- 1986-04-21 SE SE8601825A patent/SE500217C2/sv not_active IP Right Cessation
- 1986-04-21 ZW ZW90/86A patent/ZW9086A1/xx unknown
- 1986-04-22 JP JP61091419A patent/JPS61249989A/ja active Granted
- 1986-04-22 YU YU659/86A patent/YU43697B/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
-
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
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| E902 | Notification of reason for refusal | ||
| E601 | Decision to refuse application | ||
| J2X1 | Appeal (before the patent court) |
Free format text: APPEAL AGAINST DECISION TO DECLINE REFUSAL |