Methane → Deacetylcephalosporin C

HRID 1648958

Reaktionsgleichung

Reaktionsgleichung von HRID 1648958
C(Cl)(Cl)Cl.CC([O:8][CH2:9][C:10]1[CH2:29][S:28][CH:13]2[C@H:14]([NH:17][C:18]([CH2:20][CH2:21][CH2:22][CH:23]([NH2:27])[C:24]([OH:26])=[O:25])=[O:19])[C:15](=[O:16])[N:12]2[C:11]=1[C:30]([O-:32])=[O:31])=O.[Na+].CC(OCC1CS[C@@H]2[C@H](NC(CCC[C@@H](N)C(O)=O)=O)C(=O)N2C=1C(O)=O)=O.C>C(O)C>[CH2:29]1[S:28][C@@H:13]2[C@H:14]([NH:17][C:18]([CH2:20][CH2:21][CH2:22][C@@H:23]([NH2:27])[C:24]([OH:26])=[O:25])=[O:19])[C:15](=[O:16])[N:12]2[C:11]([C:30]([OH:32])=[O:31])=[C:10]1[CH2:9][OH:8]

Komponenten

6

Edukt 4

HCID 297MethaneHCID 6212ChloroformHCID 65536Cephalosporin CHCID 23682219sodium (7R)-3-(acetyloxymethyl)-7-[(5-amino-5-carboxypentanoyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Produkt 1

HCID 160577Deacetylcephalosporin C

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To the wet mycelia (10 g) was added a small volume of chloroform. The mixture was allowed to stand at ambient temperature for 30 minutes. To the mixture was added distilled water (20 ml). After allowing to stand at ambient temperature for a day, the mixture was centrifuged to give enzyme extracts (20 ml). The enzyme extracts was added to an aqueous solution (300 ml) containing cephalosporin C sodium.dihydrate (25 mg/ml). The reaction mixture was stirred at pH 4.5 and 30° C. for 10 hours until cephalosporin C in the mixture disappeared. To the resultant mixture was added activated charcoal (3 g) and the mixture was filtered. The filtrate was adjusted to pH 7.0 and concentrated under reduced pressure to give crystals, to which was added a small volume of 75% aqueous ethanol and the mixture was triturated. The crystals were separated by filtration and dried in vacuo to give crystalline deacetylcephalosporin C (3.6 g).

Aufarbeitung

  1. additionTo the mixture was added
  2. distillationdistilled water (20 ml)
  3. waitto stand at ambient temperature for a day
  4. customto give enzyme extracts (20 ml)
  5. filtrationthe mixture was filtered
  6. concentrationconcentrated under reduced pressure
  7. customto give crystals
  8. customthe mixture was triturated
  9. customThe crystals were separated by filtration
  10. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-40ec116931b243e29cee1ea2af7aa50f
Quelldatensatz
uspto-grants-1983_11
Patentnummer
US04414328

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