反应 #48672

反应方程式

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

溶剂

acetonitrile

反应条件

后处理

1. 1
   洗涤wash with saturated aqueous sodium chloride
2. 2
   干燥Dry (magnesium sulfate)
3. 3
   过滤filter
4. 4
   浓缩concentrate
5. 5
   其他Purify on silica gel
6. 6
   洗涤eluting with 0:100 to 30:70 ethyl acetate

实验过程

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.

来源