Potassium Carbonate → HCID 22708435, Verbindung

HRID 353303

Reaktionsgleichung

Reaktionsgleichung von HRID 353303
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:10]=[C:11]([CH2:16][CH:17]([O:23][CH2:24][CH3:25])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:12]=[CH:13][C:14]=1[OH:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:26][S:27]([O:30][C:31]1[CH:36]=[CH:35][C:34]([CH2:37][CH2:38]OS(C)(=O)=O)=[CH:33][CH:32]=1)(=[O:29])=[O:28].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:10]=[C:11]([CH2:16][CH:17]([O:23][CH2:24][CH3:25])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:12]=[CH:13][C:14]=1[O:15][CH2:38][CH2:37][C:34]1[CH:33]=[CH:32][C:31]([O:30][S:27]([CH3:26])(=[O:28])=[O:29])=[CH:36][CH:35]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 112201221-(Methylsulfonyloxy)-2-[4-(methylsulfonyloxy)phenyl]ethaneHCID 22708408HCID 22708408, Verbindung

Produkt 1

HCID 22708435HCID 22708435, VerbindungAusbeute 21,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

Ethyl 3-{3-[(tert-butoxycarbonyl)amino]-4-hydroxyphenyl}-2-ethoxypropanoate (0.16 g, 0.44 mmole) and 4-{2-[(methylsulfonyl)oxy]ethyl}phenyl methanesulfonate (0.26 g, 0.88 mmole) were dissolved in 2-butanone (10 ml). Polyethyleneglycol 400 (0.05 g) and anhydrous potassium carbonate (0.092 g, 0.66 mmole) were added the mixture. After stirring at reflux for 16 hours it was checked with using HPLC whether all the starting material was consumed. The mixture was washed with water dried with magnesium sulfate and evaporated. Purification of the crude product with preparative HPLC (Kromasil C8, 7 μm, 50×250 mm) using actonitrile(60-80%) in ammonium acetate buffer (pH 7) as mobile phase gave 0.052 g (21% yield) of the desired product

Aufarbeitung

  1. temperatureat reflux for 16 hours it
  2. customwas consumed
  3. washThe mixture was washed with water
  4. dry with materialdried with magnesium sulfate
  5. customevaporated
  6. customPurification of the crude product with preparative HPLC (Kromasil C8, 7 μm, 50×250 mm)

Quellen und Nachweise

ORD-Eintrag
ord-b30695ede53f4abbae1e28d66ba39090
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06750252B2

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