反应 #220786

反应方程式

NaOH

Triethylamine

N-(benzyloxycarbonyl)glycine

EDCI

HOBt

4-(aminomethyl)-1-(tert-butoxycarbonyl)piperidine

→

4-[[(N-(benzyloxycarbonyl) glycyl)amino]methyl]-1-(tert-butoxycarbonyl)piperidine

收率 94.0%

溶剂

chloroform

反应条件

后处理

1. 1
   其他The organic layer was separated
2. 2
   萃取the aqueous layer was extracted with dichloromethane (100 mLX 3)
3. 3
   干燥dried over anhydrous sodium sulfate
4. 4
   过滤filtered
5. 5
   浓缩concentrated
6. 6
   其他The obtained crude product
7. 7
   其他was purified by column chromatography (SiO2, ethyl acetate)

实验过程

Triethylamine (2.8 mL, 20 mmol), N-(benzyloxycarbonyl)glycine (3.77 g, 18 mmol), EDCI (3.45 g, 18 mmol) and HOBt (2.43 g, 18 mmol) were added to a chloroform (80 mL) solution of 4-(aminomethyl)-1-(tert-butoxycarbonyl)piperidine (3.54 g, 16.5 mmol). The resulting mixture was stirred at room temperature for 15 hours, and a 2 M aqueous solution of NaOH (100 mL) was then added to the mixture. The organic layer was separated, and the aqueous layer was extracted with dichloromethane (100 mLX 3). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The obtained crude product was purified by column chromatography (SiO2, ethyl acetate) to provide 4-[[(N-(benzyloxycarbonyl) glycyl)amino]methyl]-1-(tert-butoxycarbonyl)piperidine as an amorphous solid (6.27 g, 94%).

来源