반응 #51254

반응 방정식

enone

methyl 4-[(2-{(5R)-2-oxo-5-[(1E)-3-oxooct-1-enyl]pyrrolidin-1-yl}ethyl)thio]-butanoate

n-pentylmagnesium bromide

ammonium chloride

→

alcohol

4-{2-[(R)-2-((E)-3-Hydroxy-3-pentyl-oct-1-enyl)-5-oxo-pyrrolidin-1-yl]-ethylsulfanyl}-butyric Acid

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   기타Following drying
3. 3
   여과filtration

실험 절차

To a −24° C. tetrahydrofuran (38 mL) solution of enone (from Example 1, step 3, 1.52 g) was treated with n-pentylmagnesium bromide (1.8 mL, 2 M ether solution from Aldrich). After 1 hour, the mixture was poured into aqueous ammonium chloride and extracted with ethyl acetate. Following drying and filtration, the desired alcohol (780 mg) was obtained after silica gel chromatography (elute with 5% methanol in ethyl acetate).

출처