Potassium ethanethioate → HCID 54147731, Verbindung

HRID 621079Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 621079
C([O:4][C@@H:5]1[NH:8][C:7](=O)[C@H:6]1[NH:10][C:11]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=O)C.[C:30]([O-:33])(=[S:32])[CH3:31].[K+]>CO.O>[C:30]([S:32][C@H:7]1[NH:8][C:5](=[O:4])[C@H:6]1[NH:10][C:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)(=[O:33])[CH3:31]

Komponenten

5

Edukt 2

HCID 23670855Potassium ethanethioateHCID 53918863HCID 53918863, Verbindung

Produkt 1

HCID 54147731HCID 54147731, VerbindungAusbeute 26,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 0.7 g of (3S,4S)-4-acetoxy-3-tritylamino-2-oxoazetidine in 10 ml of methanol is added a solution of 0.25 g of potassium thioacetate in 2 ml of water. The mixture is stirred for 30 minutes at 55°-60° C. Methanol is distilled off under reduced pressure. To the residue is added ethyl acetate, followed by washing with water, drying and concentration under reduced pressure. The residue is purified on a silica-gel column (ethyl acetate:n-hexane=1:1) to give 0.195 g of (3R,4R)-4-acetylthio-3-tritylamino-2-oxoazetidine

Aufarbeitung

  1. distillationMethanol is distilled off under reduced pressure
  2. additionTo the residue is added ethyl acetate
  3. washby washing with water
  4. customdrying
  5. concentrationconcentration under reduced pressure
  6. customThe residue is purified on a silica-gel column (ethyl acetate:n-hexane=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-566aa6bb78b345cf8c67e3ee3700f4b8
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04822788

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