GB1415080A - 7-amino-3-cephem compounds and derivatives - Google Patents
7-amino-3-cephem compounds and derivativesInfo
- Publication number
- GB1415080A GB1415080A GB5130273A GB5130273A GB1415080A GB 1415080 A GB1415080 A GB 1415080A GB 5130273 A GB5130273 A GB 5130273A GB 5130273 A GB5130273 A GB 5130273A GB 1415080 A GB1415080 A GB 1415080A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compound
- aminocephalosporins
- intermediates
- derivatives
- 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
- QITDACOZCQXYQY-BAFYGKSASA-N (6r)-7-amino-5-thia-1-azabicyclo[4.2.0]oct-2-en-8-one Chemical class S1CC=CN2C(=O)C(N)[C@H]21 QITDACOZCQXYQY-BAFYGKSASA-N 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 abstract 3
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000000903 blocking effect Effects 0.000 abstract 1
- 229940124587 cephalosporin Drugs 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Cephalosporin Compounds (AREA)
Abstract
1415080 7-Amino-3-cephem compounds and derivatives and intermediates therefor MERCK & CO Inc 5 Nov 1973 [13 Nov 1972] 51302/73 Headings C2C and C3P 7#-Aminocephalosporins of formula wherein R 1 is a blocking group and R<SP>1</SP> is a heterocyclic or an optionally substituted phenyl group, are prepared by reacting an acid with a novel 7#-imino compound of Formula III wherein R 2 is the residue of the ketone or aldehyde, which is obtained by epimerizing the novel 7α-imino compound of Formula II which is obtained from 7α-aminocephalosporin of Formula IB by reaction with R 2 =O. The 7α-aminocephalosporins may be obtained via the intermediates VI, VII and VIII shown as outlined in the reaction scheme B The 7#-aminocephalosporins may be acylated to give 7#acylamino-cephalosporins. The preparation of a compound IV used in reaction scheme B, together with various phosphonate intermediates, is also described, each R in the compound IV being ethyl and R 1 being pmethoxy benzyl.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30606672A | 1972-11-13 | 1972-11-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1415080A true GB1415080A (en) | 1975-11-26 |
Family
ID=23183635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5130273A Expired GB1415080A (en) | 1972-11-13 | 1973-11-05 | 7-amino-3-cephem compounds and derivatives |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS49133392A (en) |
| CH (1) | CH592677A5 (en) |
| DE (1) | DE2356441A1 (en) |
| FR (1) | FR2225438B1 (en) |
| GB (1) | GB1415080A (en) |
| NL (1) | NL7314782A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4477660A (en) * | 1982-11-16 | 1984-10-16 | Eli Lilly And Company | 7-(S)-Acylaminocephalosporin sulfones and process |
-
1973
- 1973-10-26 NL NL7314782A patent/NL7314782A/xx not_active Application Discontinuation
- 1973-11-05 GB GB5130273A patent/GB1415080A/en not_active Expired
- 1973-11-09 CH CH1576973A patent/CH592677A5/xx not_active IP Right Cessation
- 1973-11-12 DE DE19732356441 patent/DE2356441A1/en active Pending
- 1973-11-13 JP JP12765273A patent/JPS49133392A/ja active Pending
- 1973-11-13 FR FR7340285A patent/FR2225438B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2225438B1 (en) | 1977-03-11 |
| CH592677A5 (en) | 1977-10-31 |
| JPS49133392A (en) | 1974-12-21 |
| FR2225438A1 (en) | 1974-11-08 |
| DE2356441A1 (en) | 1974-05-22 |
| NL7314782A (en) | 1974-05-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |