JPS5490190A - Preparation of optical isomer of alpha-amino-p-hydroxybenzylpenicillin - Google Patents
Preparation of optical isomer of alpha-amino-p-hydroxybenzylpenicillinInfo
- Publication number
- JPS5490190A JPS5490190A JP15550477A JP15550477A JPS5490190A JP S5490190 A JPS5490190 A JP S5490190A JP 15550477 A JP15550477 A JP 15550477A JP 15550477 A JP15550477 A JP 15550477A JP S5490190 A JPS5490190 A JP S5490190A
- Authority
- JP
- Japan
- Prior art keywords
- isomer
- compound
- optical isomer
- solvent
- residue
- 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
Abstract
PURPOSE: To separate the D isomer of the titled substance having improved antibacterial activity from an aqueous layer with ease, by adding a specific solvent to an aqueous solution of the optical isomer mixture of the titled compound which is obtained by reducing the acylated 6-aminopenicillanic acid.
CONSTITUTION: 6-aminopenicillanic acid, preferably an alkali salt, is reacted with a compound of formula I: (X is halogen) in a solvent, and the reaction mixture is hydrogenated in the presence of Pd-active carbon to form an optical isomer mixture of the compound of formula II. The solvent is distilled away, and 1N hydrochlonic acid is added to adjust pH to 2.0 or below, preferably 0.9W1.0. The solution of the residue is incorporated with isobutyl methyl ketone in an amount of about 10W20 times that of the residue, and agitated thoroughly, to separate an aqueous layer. The pH of the layer is adjusted to preferably 5 to give crystals of the D isomer of the titled compound. The D isomer is filtered and concentrated to from crystals of the L isomer.
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15550477A JPS5490190A (en) | 1977-12-26 | 1977-12-26 | Preparation of optical isomer of alpha-amino-p-hydroxybenzylpenicillin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15550477A JPS5490190A (en) | 1977-12-26 | 1977-12-26 | Preparation of optical isomer of alpha-amino-p-hydroxybenzylpenicillin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5490190A true JPS5490190A (en) | 1979-07-17 |
Family
ID=15607481
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15550477A Pending JPS5490190A (en) | 1977-12-26 | 1977-12-26 | Preparation of optical isomer of alpha-amino-p-hydroxybenzylpenicillin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5490190A (en) |
-
1977
- 1977-12-26 JP JP15550477A patent/JPS5490190A/en active Pending
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