JPS5772988A - Production of novel cephalosporin derivaive - Google Patents
Production of novel cephalosporin derivaiveInfo
- Publication number
- JPS5772988A JPS5772988A JP14817780A JP14817780A JPS5772988A JP S5772988 A JPS5772988 A JP S5772988A JP 14817780 A JP14817780 A JP 14817780A JP 14817780 A JP14817780 A JP 14817780A JP S5772988 A JPS5772988 A JP S5772988A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- novel
- reaction
- react
- 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.)
- Granted
Links
- 229930186147 Cephalosporin Natural products 0.000 title 1
- 229940124587 cephalosporin Drugs 0.000 title 1
- 150000001780 cephalosporins Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- 150000007970 thio esters Chemical class 0.000 abstract 2
- BQIMPGFMMOZASS-HWZXHQHMSA-N (6r)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound S1CC(CO)=C(C(O)=O)N2C(=O)C(N)[C@H]21 BQIMPGFMMOZASS-HWZXHQHMSA-N 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- YGBFLZPYDUKSPT-MRVPVSSYSA-N cephalosporanic acid Chemical group S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)C[C@H]21 YGBFLZPYDUKSPT-MRVPVSSYSA-N 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- 239000002440 industrial waste Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000007344 nucleophilic reaction Methods 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000007086 side reaction Methods 0.000 abstract 1
- 239000002699 waste material Substances 0.000 abstract 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Cephalosporin Compounds (AREA)
Abstract
PURPOSE: A compound, which has been disposed as a industrial waste, is made to react with a novel thioester to produce a caphalosporin used as an antibiotic with a wide range of application with high safety in high yield.
CONSTITUTION: 7-Amino-3-hydroxymethyl-3-cephem-4-carboxylic acid or its salt which has been disposed as a waste, is made to react with a novel compound of formula II (R is H, methyl) to give the objective compound of formula III. The compound of formula II is not a usual acylating reagent, but reactive to both the acylation in the 7-position and the nucleophilic reaction in the 3-position of cephalosporanic acid in no need of activation of the compound of formulaI. The reaction temperature is room one W80°C where no side-reactions such as polymerization or decomposition take place. The novel thioester of formula II is obtained by reaction of a compound of formula IV or its derivative with 1H-tetrazolacetic aci or its derivative.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14817780A JPS5923317B2 (en) | 1980-10-24 | 1980-10-24 | Method for producing novel cephalosporin compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14817780A JPS5923317B2 (en) | 1980-10-24 | 1980-10-24 | Method for producing novel cephalosporin compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5772988A true JPS5772988A (en) | 1982-05-07 |
| JPS5923317B2 JPS5923317B2 (en) | 1984-06-01 |
Family
ID=15446966
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14817780A Expired JPS5923317B2 (en) | 1980-10-24 | 1980-10-24 | Method for producing novel cephalosporin compounds |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5923317B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6310916U (en) * | 1986-07-07 | 1988-01-25 | ||
| JPH04118013U (en) * | 1991-04-01 | 1992-10-22 | 太玄 千葉 | Japanese accessories |
-
1980
- 1980-10-24 JP JP14817780A patent/JPS5923317B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5923317B2 (en) | 1984-06-01 |
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