反応 #1340606

反応方程式

diazomethane

(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidine

→

title compound

(3S,4S)-1-Benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-cyclopropylpyrrolidine

溶媒

diethyl ether

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他After completion of reaction, insoluble matter
3. 3
   その他was removed through filtration
4. 4
   濃縮The filtrate was concentrated under reduced pressure
5. 5
   その他the obtained residue was purified though silica gel column chromatography (ethyl acetate:n-hexane=1:9 to 1:4)

実験手順

An excessive amount of a solution of diazomethane in diethyl ether (30 mL) was added to (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidine (270 mg, 779 μmol). Under cooling with ice, palladium acetate (10 mg) was added thereto, followed by stirring at room temperature for 2 hours. After completion of reaction, insoluble matter was removed through filtration. The filtrate was concentrated under reduced pressure, and the obtained residue was purified though silica gel column chromatography (ethyl acetate:n-hexane=1:9 to 1:4), to thereby yield the title compound as a colorless oily substance (269 mg, 96%).

出典