Reaktion #794698

Reaktionsgleichung

Sodium triacetoxyborohydride

Sodium hydrogen carbonate

1-(diphenylmethyl)azetidin-3-one

tert-butyl(2R)-2-methylpiperazine-1-carboxylate

→

title compound

Ausbeute 90.0%

Tert-Butyl(2R)-4-(1-(diphenylmethyl)azetidin-3-yl)-2-methylpiperazine-1-carboxylate

Ausbeute 90.0%

Lösungsmittel

water

acetic acid

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe resultant solution was extracted with ethyl acetate
2. 2
   WaschenAn organic layer was washed with saturated brine
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   Filtrationfiltrated
5. 5
   SonstigeThe resultant residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=5:1)

Vorschrift

To a mixed solution of a commercially available product of 1-(diphenylmethyl)azetidin-3-one (300 mg, 1.26 mmol), THF (6.0 mL) and acetic acid (500 μL) was added a commercially available product of tert-butyl(2R)-2-methylpiperazine-1-carboxylate (304 mg, 1.51 mmol) at room temperature. The resultant mixture was stirred at room temperature for 25 minutes. Sodium triacetoxyborohydride (536 mg, 2.52 mmol) was added to the reaction mixture at room temperature, and the resultant mixture was stirred at room temperature for 18 hours and 35 minutes. Sodium hydrogen carbonate and water were added to the reaction mixture, and the resultant solution was extracted with ethyl acetate. An organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate and then filtrated. The resultant residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=5:1) to give the title compound (476 mg, yield: 90%).

Quelle