JPS5455592A - Preparation of antibiotics containing beta-lactam ring - Google Patents
Preparation of antibiotics containing beta-lactam ringInfo
- Publication number
- JPS5455592A JPS5455592A JP12177377A JP12177377A JPS5455592A JP S5455592 A JPS5455592 A JP S5455592A JP 12177377 A JP12177377 A JP 12177377A JP 12177377 A JP12177377 A JP 12177377A JP S5455592 A JPS5455592 A JP S5455592A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- derivative
- seleninic
- reacted
- group
- 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.)
- Pending
Links
- 239000003242 anti bacterial agent Substances 0.000 title 1
- 229940088710 antibiotic agent Drugs 0.000 title 1
- 125000003460 beta-lactamyl group Chemical group 0.000 title 1
- 150000001408 amides Chemical class 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- ZCEXLMDGVLJRLC-SDMSXHDGSA-N (5r)-6-amino-4-thia-1-azabicyclo[3.2.0]heptan-7-one Chemical class S1CCN2C(=O)C(N)[C@H]21 ZCEXLMDGVLJRLC-SDMSXHDGSA-N 0.000 abstract 1
- QITDACOZCQXYQY-BAFYGKSASA-N (6r)-7-amino-5-thia-1-azabicyclo[4.2.0]oct-2-en-8-one Chemical compound S1CC=CN2C(=O)C(N)[C@H]21 QITDACOZCQXYQY-BAFYGKSASA-N 0.000 abstract 1
- 229930186147 Cephalosporin Natural products 0.000 abstract 1
- 229930182555 Penicillin Natural products 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 229940124587 cephalosporin Drugs 0.000 abstract 1
- 150000001780 cephalosporins Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 150000002959 penams Chemical class 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- -1 seleninyl halide Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Landscapes
- Cephalosporin Compounds (AREA)
Abstract
PURPOSE: A seleninic amide derivative is formed in the 7-or 6-positon of wide ranges of cephalosporins and penicillins by using a seleniny halide, thereby permitting ready introduction of substituent in the position in high yield.
CONSTITUTION: 7-Aminocephem or 6-aminopenam derivative of formula II [R3 is protected or unprotected carboxyl group; Z is group of formula IX or X (R4 is unreactive group)] is reacted with a seleninyl halide of formula III (R1 is substituted aromatic group; X is halogen) in the presence of a base to form seleninic amide derivative formula IV (R2 is lower alkyl). The resultant seleninic amide is oxidized with an oxidizing agent to form a seleninic imino derivative of formula V, which is reacted with a compound of formula VI (R2 is lower alkyl). The product of fomulaVII is reacted with a compound of fomula VIII (R5 is residue of carboxylic acid) to prepare 7-alkoxyacylaminocephem or penam derivative of formula I
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12177377A JPS5455592A (en) | 1977-10-11 | 1977-10-11 | Preparation of antibiotics containing beta-lactam ring |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12177377A JPS5455592A (en) | 1977-10-11 | 1977-10-11 | Preparation of antibiotics containing beta-lactam ring |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5455592A true JPS5455592A (en) | 1979-05-02 |
Family
ID=14819520
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12177377A Pending JPS5455592A (en) | 1977-10-11 | 1977-10-11 | Preparation of antibiotics containing beta-lactam ring |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5455592A (en) |
-
1977
- 1977-10-11 JP JP12177377A patent/JPS5455592A/en active Pending
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