GB1529598A - Preparation of 3-cephem compounds - Google Patents
Preparation of 3-cephem compoundsInfo
- Publication number
- GB1529598A GB1529598A GB47100/76A GB4710076A GB1529598A GB 1529598 A GB1529598 A GB 1529598A GB 47100/76 A GB47100/76 A GB 47100/76A GB 4710076 A GB4710076 A GB 4710076A GB 1529598 A GB1529598 A GB 1529598A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- cephem
- oxide
- preparation
- phenylacetamido
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- FZEVMBJWXHDLDB-ZCFIWIBFSA-N (6r)-5-thia-1-azabicyclo[4.2.0]oct-2-en-8-one Chemical class S1CC=CN2C(=O)C[C@H]21 FZEVMBJWXHDLDB-ZCFIWIBFSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 cephem compounds Chemical class 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- WOORCTGERMQNMI-GGBCDPAHSA-N (4-nitrophenyl)methyl (6R)-3-chloro-4-methyl-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Chemical compound C1(=CC=CC=C1)CC(=O)NC1[C@@H]2N(C(=C(C(S2)C)Cl)C(=O)OCC2=CC=C(C=C2)[N+](=O)[O-])C1=O WOORCTGERMQNMI-GGBCDPAHSA-N 0.000 abstract 1
- YRRHMYKTYVQZOR-PGVUOBSXSA-N (4-nitrophenyl)methyl (6r)-3-chloro-5,8-dioxo-7-[(2-phenylacetyl)amino]-5$l^{4}-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Chemical compound C1=CC([N+](=O)[O-])=CC=C1COC(=O)C1=C(Cl)CS(=O)[C@H]2N1C(=O)C2NC(=O)CC1=CC=CC=C1 YRRHMYKTYVQZOR-PGVUOBSXSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000012346 acetyl chloride Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 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
- C07D501/02—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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP50135385A JPS5259186A (en) | 1975-11-11 | 1975-11-11 | Preparation of 3-cephem compounds by reduction |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1529598A true GB1529598A (en) | 1978-10-25 |
Family
ID=15150459
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB47100/76A Expired GB1529598A (en) | 1975-11-11 | 1976-11-11 | Preparation of 3-cephem compounds |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4081595A (enExample) |
| JP (1) | JPS5259186A (enExample) |
| CA (1) | CA1069119A (enExample) |
| CH (1) | CH606005A5 (enExample) |
| DE (1) | DE2651509C2 (enExample) |
| FR (1) | FR2331564A1 (enExample) |
| GB (1) | GB1529598A (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS543087A (en) * | 1977-06-03 | 1979-01-11 | Fujisawa Pharmaceut Co Ltd | Preparation of cephalosporin compound |
| US4402803A (en) * | 1981-09-14 | 1983-09-06 | Eli Lilly And Company | Process for 3-hydrogen cephems |
| JPH101482A (ja) * | 1996-06-13 | 1998-01-06 | Otsuka Chem Co Ltd | ３−ノルセフェム化合物の製造法 |
| BR112015008905A2 (pt) * | 2012-10-29 | 2017-07-04 | Shionogi & Co | processos para a produção de intermediários de compostos de 2-alquil cefem |
| CN105315299B (zh) * | 2015-09-22 | 2017-06-27 | 盐城开元医药化工有限公司 | 一种头孢唑肟母核7‑anca的合成方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3929775A (en) * | 1970-12-08 | 1975-12-30 | Takeda Chemical Industries Ltd | Process for producing cephalosporin derivatives |
| US3883518A (en) * | 1972-05-15 | 1975-05-13 | Merck & Co Inc | 3-Methylene cephalosporins |
-
1975
- 1975-11-11 JP JP50135385A patent/JPS5259186A/ja active Granted
-
1976
- 1976-11-05 CA CA264,971A patent/CA1069119A/en not_active Expired
- 1976-11-10 FR FR7634020A patent/FR2331564A1/fr active Granted
- 1976-11-11 CH CH1423576A patent/CH606005A5/xx not_active IP Right Cessation
- 1976-11-11 GB GB47100/76A patent/GB1529598A/en not_active Expired
- 1976-11-11 US US05/740,967 patent/US4081595A/en not_active Expired - Lifetime
- 1976-11-11 DE DE2651509A patent/DE2651509C2/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CA1069119A (en) | 1980-01-01 |
| FR2331564A1 (fr) | 1977-06-10 |
| DE2651509A1 (de) | 1977-05-18 |
| FR2331564B1 (enExample) | 1979-02-23 |
| JPS5259186A (en) | 1977-05-16 |
| CH606005A5 (enExample) | 1978-10-13 |
| JPS611434B2 (enExample) | 1986-01-17 |
| US4081595A (en) | 1978-03-28 |
| DE2651509C2 (de) | 1986-07-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19961110 |