Reaktionsgleichung
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:25]/[OH:26])/[C:8]([NH:10][C@@H:11]2[C:23](=[O:24])[N:13]3[C:14]([C:20]([O-:22])=[O:21])=[C:15]([CH:18]=[CH2:19])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[NH4+].O.C.C(N(CC(O)=O)CC(O)=O)CN(CC(O)=O)CC(O)=O>CC(C)=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:25]/[OH:26])/[C:8]([NH:10][C@@H:11]2[C:23](=[O:24])[N:13]3[C:14]([C:20]([OH:22])=[O:21])=[C:15]([CH:18]=[CH2:19])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -30 °C
Versuchsvorschrift
Ammonium (Z)-7β-[2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetamido]-3-vinyl-3-cephem-4carboxylate (20 gm) was added to a mixture of water (250 ml) and acetone (80 ml) and warmed to 33–35° C. This aqueous solution was treated with activated charcoal and EDTA at 35° C. for 40 minutes. The carbon was filtered and the carbon bed was washed with water (70 ml). This aqueous acetone solution was cooled to −30° C. and a (10%) solution of aqueous sulphuric acid was added rapidly, stirred for 30 minutes and warmed to 0–2° C. The product thus obtained was filtered at 0–2° C., washed with cold-water (100 ml) and dried at 40–45° C. under vacuum for 5–6 hours to get (Z)-7β-[2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetamido]-3-vinyl-3-cephem-4-carboxylic acid (6.0 gm, HPLC quality 89.0%, water content 4–5%).
Aufarbeitung
- temperaturewarmed to 33–35° C
- filtrationThe carbon was filtered
- washthe carbon bed was washed with water (70 ml)
- additiona (10%) solution of aqueous sulphuric acid was added rapidly
- temperaturewarmed to 0–2° C
- customThe product thus obtained
- filtrationwas filtered at 0–2° C.
- washwashed with cold-water (100 ml)
- customdried at 40–45° C. under vacuum for 5–6 hours
Quellen und Nachweise
- ORD-Eintrag
- ord-b59c848f4de84b5c8057ba2c18f2b95d
- Quelldatensatz
- uspto-grants-2007_07
- Patentnummer
- US07244842B2
Verknüpfte Notizen
Wird geladen…