Acetic Acid → HCID 15170719, Verbindung

HRID 486883

Reaktionsgleichung

Reaktionsgleichung von HRID 486883
[SH:1][C:2]([CH3:13])([CH3:12])[C:3]([NH:5][C@H:6]([C:9]([OH:11])=[O:10])[CH2:7][SH:8])=[O:4].[C:14](O)(=O)C>CCOCC.[N+](=C)=[N-]>[CH3:14][O:10][C:9](=[O:11])[C@H:6]([CH2:7][SH:8])[NH:5][C:3](=[O:4])[C:2]([SH:1])([CH3:13])[CH3:12]

Komponenten

5

Edukt 2

HCID 176Acetic AcidHCID 656604Bucillamine

Produkt 1

HCID 15170719HCID 15170719, VerbindungAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel2×HCID 9550DiazomethaneLösungsmittel

Versuchsvorschrift

To a solution of N-(2-mercapto-2-methylpropionyl)-L-cysteine (1.0 g) in ether(3 ml), diazomethane dissolved in ether(12 ml) was added dropwise under ice-cooling. After the addition, acetic acid was added to the reaction mixture. The reaction mixture was washed with saturated sodium hydrogen carbonate solution and saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo. The oily residue was purified by a silica gel column chromatography to give 1.0 g(94%) of the titled compound.

Aufarbeitung

  1. additionwas added dropwise under ice-
  2. temperaturecooling
  3. additionwas added to the reaction mixture
  4. washThe reaction mixture was washed with saturated sodium hydrogen carbonate solution and saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe oily residue was purified by a silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d22ad1ba57f24a5b9ffc12e56b23c69d
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05292926

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