Triethylamine → HCID 57305915, Verbindung

Temperatur

-2.5 °C

To a solution of N-benzyloxycarbonyl-L-alanine (1.604 g, 7.188 mmole) and triethylamine (799 mg, 7.91 mmole) in dichloromethane (30 ml), ethyl chloroformate (738 mg, 6.83 mmole) was added at -15° C. The reaction mixture was stirred at -10 to 5° C. for 1.5 hrs. Then a precooled (ca. -15° C.) solution of (3S,4S)-3-amino-4-acetoxy-azetidin-2-one in ethyl acetate (see above) was added at -15° C. and the resulting mixture was stirred at 0° C. to room temperature for 2 hrs. After removal of solvent, the residue was dissolved in ethyl acetate, washed with cold saturated NaHCO3 solution, water, brine and dried over sodium sulfate. After removal of solvent, the residue was recrystallized from dichloromethane and (3S,4S)-3-(N-benzyloxycarbonyl-L-alanyl) amino-4-acetoxy-azetidin-2-one was obtained (1.36 g, 54% yield).

1. stirringthe resulting mixture was stirred at 0° C. to room temperature for 2 hrs
2. customAfter removal of solvent
3. dissolutionthe residue was dissolved in ethyl acetate
4. washwashed with cold saturated NaHCO3 solution, water, brine
5. dry with materialdried over sodium sulfate
6. customAfter removal of solvent
7. customthe residue was recrystallized from dichloromethane

ORD-Eintrag

ord-e24e7640b99e4037af6daf6f2436b3b7

Quelldatensatz

uspto-grants-1999_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05905076