反应 #1178478

反应方程式

1-(tert-butoxycarbonyl)-3-azetidinecarboxylic acid

→

title compound

收率 98.3%

1-(Tert-butoxycarbonyl)-3-hydroxymethylazetidine

收率 98.3%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   workup.ADDITIONThe reaction liquor was poured onto ice water (100 mL)
2. 2
   萃取the mixture was extracted with ethyl acetate
3. 3
   洗涤The extract was washed with saturated brine
4. 4
   干燥dried over anhydrous sodium sulfate
5. 5
   浓缩the solvent was concentrated under reduced pressure
6. 6
   其他The obtained residue was purified by flash chromatography (Flash Chromatography System from Biotage AB, column size: 40S, 2% methanol/ethyl acetate)

实验过程

To a tetrahydrofuran (100 mL) solution of 1-(tert-butoxycarbonyl)-3-azetidinecarboxylic acid (2.0 g, 9.94 mmol), 10M-borane-dimethyl sulfide complex (2.98 mL, 29.8 mmol) was added at room temperature, and the mixture was stirred for 14 hours. The reaction liquor was poured onto ice water (100 mL), and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and then the solvent was concentrated under reduced pressure. The obtained residue was purified by flash chromatography (Flash Chromatography System from Biotage AB, column size: 40S, 2% methanol/ethyl acetate), to obtain the title compound (1.83 g, 98%) as an oily matter.

来源