反応 #1869209

反応方程式

(2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate

(3S)-1-[(2-hydroxyphenyl)acetyl]pyrrolidin-3-ol

Cs2CO3

→

subtitled compound

収率 14.3%

(3S)-1-({2-[(2S)-Oxiran-2-ylmethoxy]phenyl}acetyl)pyrrolidin-3-ol

収率 14.3%

溶媒

DMF

反応条件

後処理

1. 1
   その他The reaction mixture was partitioned between ethyl acetate and H2O
2. 2
   乾燥The organic layer was dried over Na2SO4
3. 3
   ろ過filtered
4. 4
   濃縮concentrated
5. 5
   その他The residue was purified by silica gel flash chromatography/(0-3% methanol in dichloromethane)

実験手順

A mixture of (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (228 mg, 0.88 mmol), (3S)-1-[(2-hydroxyphenyl)acetyl]pyrrolidin-3-ol (196 mg, 0.88 mmol) and Cs2CO3 (344 mg, 1.05 mmol) in DMF (5 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography/(0-3% methanol in dichloromethane) to give the subtitled compound (35 mg).

出典