反応 #48672

反応方程式

ethyl acetate

((R)-2-benzyloxy-1-hydroxymethylethyl)-carbamic acid tert-butyl ester

1,1-diphenylethylene

N-iodosuccinimide

→

desired compound

[(S)-2-benzyloxy-1-(2-iodo-1,1-diphenylethoxymethyl)-ethyl]-carbamic acid tert-butyl ester

溶媒

acetonitrile

反応条件

後処理

1. 1
   洗浄wash with saturated aqueous sodium chloride
2. 2
   乾燥Dry (magnesium sulfate)
3. 3
   ろ過filter
4. 4
   濃縮concentrate
5. 5
   その他Purify on silica gel
6. 6
   洗浄eluting with 0:100 to 30:70 ethyl acetate

実験手順

Dissolve ((R)-2-benzyloxy-1-hydroxymethylethyl)-carbamic acid tert-butyl ester (1.0 g, 3.55 mmol) and 1,1-diphenylethylene (0.534 g, 2.96 mmol) in acetonitrile (20 mL). Add N-iodosuccinimide (0.800 g, 3.55 mmol) and stir at room temperature 72 hours. Pour into ethyl acetate and wash with saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate. Purify on silica gel, eluting with 0:100 to 30:70 ethyl acetate:hexanes to give the desired compound.

出典