HCID 53918863, Verbindung → HCID 53653167, Verbindung

HRID 620990Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 620990
[C:1]([O:4][C@@H:5]1[NH:8][C:7](=[O:9])[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>CO.C([O-])(=O)C.[Zn+2].C([O-])(=O)C>[CH3:1][O:4][C@H:5]1[NH:8][C:7](=[O:9])[C@H:6]1[NH:10][C:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Komponenten

4

Edukt 1

HCID 53918863HCID 53918863, Verbindung

Produkt 1

HCID 53653167HCID 53653167, VerbindungAusbeute 32,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11192Zinc AcetateKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 3 g of (3S,4S)-4-acetoxy-3-tritylamino-2-oxoazetidine in 30 ml of methanol is added 1.7 g of zinc acetate, and the mixture is refluxed for 30 minutes. The reaction mixture is concentrated under reduced pressure, followed by addition of ethyl acetate. The resulting insolubles are removed by filtration, and the filtrate is concentrated under reduced pressure. The residue is purified on a silica-gel column (ethyl acetate:n-hexane=1:1) to give 0.912 g of (3S,4R)-4-methoxy-3-tritylamino-2-oxoazetidine.

Aufarbeitung

  1. temperaturethe mixture is refluxed for 30 minutes
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. additionfollowed by addition of ethyl acetate
  4. customThe resulting insolubles are removed by filtration
  5. concentrationthe filtrate is concentrated 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-e89e9cd79b1d4e5bb2a5b1f276616eaf
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04822790

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