Water → N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-(2-methoxy-1-methylethyl)oxycarbonyl-L-valinamide

HRID 1900188Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1900188
CN1CCOCC1.Cl[C:9]([O:11][CH:12]([CH3:16])[CH2:13][O:14][CH3:15])=[O:10].[C:17]([C:19]1[CH:36]=[CH:35][C:22]([O:23][CH2:24][CH:25]([NH:27][C:28](=[O:34])[C@H:29]([CH:31]([CH3:33])[CH3:32])[NH2:30])[CH3:26])=[CH:21][CH:20]=1)#[N:18].O>C(Cl)Cl>[C:17]([C:19]1[CH:20]=[CH:21][C:22]([O:23][CH2:24][CH:25]([NH:27][C:28](=[O:34])[C@H:29]([CH:31]([CH3:32])[CH3:33])[NH:30][C:9]([O:11][CH:12]([CH3:16])[CH2:13][O:14][CH3:15])=[O:10])[CH3:26])=[CH:35][CH:36]=1)#[N:18]

Komponenten

6

Edukt 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 133055461-Methoxypropan-2-yl chloroformateHCID 22866848N1-[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide

Produkt 1

HCID 54269444N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-(2-methoxy-1-methylethyl)oxycarbonyl-L-valinamideAusbeute 20,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1.0 g of N-methylmorpholine, and subsequently 0.7 g of 2-methoxy-1-methylethyl chloroformate were added to a suspension containing 1.5 g of N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide suspended in 150 ml of methylene chloride at -20° C. The mixture was allowed to sit and warm naturally to room temperature and stirred for 2 hours at room temperature. Water was subsequently added to the reaction mixture. After the methylene chloride layer was washed with water, the organic layer was dried over anhydrous magnesium sulfate and then the methylene chloride was removed under reduced pressure. The residue was purified by column chromatography on silica gel, thus obtaining 0.37 g of the desired product in the form of a white plated crystal (yield: 20%).

Aufarbeitung

  1. washAfter the methylene chloride layer was washed with water
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customthe methylene chloride was removed under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-bd4729f38c534aeba134aa0e7d0a5076
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05574064

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