反应 #64239

反应方程式

4-methoxy-1-phenylethylamine

N-methylpiperidine

t-butoxycarbonyl-L-valine

isobutyl chloroformate

→

N-(t-butoxycarbonyl)-L-valine 4-methoxy-1-phenylethylamide

溶剂

CH2Cl2

反应条件

后处理

1. 1
   其他being kept below -15° C
2. 2
   workup.WAITAfter 2 hours at -15° C.
3. 3
   workup.STIRRINGthe mixture is subsequently stirred at room temperature for 15 hours
4. 4
   过滤the solid is filtered off
5. 5
   洗涤rinsed with CH2Cl2
6. 6
   浓缩the filtrate is concentrated
7. 7
   workup.ADDITIONthe residue is introduced into water
8. 8
   萃取the mixture is extracted twice with ethyl acetate
9. 9
   洗涤the combined ethyl acetate phases are washed with NaHCO3 solution and water
10. 10
    其他dried
11. 11
    浓缩concentrated

实验过程

2.3 g (0.023 mol) of N-methylpiperidine are added to 5.0 g of t-butoxycarbonyl-L-valine (0.023 mol), dissolved in 50 ml of CH2Cl2, at -20° C. 3.2 g (0.023 mol) of isobutyl chloroformate are then rapidly added dropwise at -20° C., the mixture is subsequently stirred at the same temperature for 10 minutes and cooled to -60° C. and 3.5 g (0.023 mol) of 4-methoxy-1-phenylethylamine are allowed to run in, the temperature being kept below -15° C. After 2 hours at -15° C., the mixture is subsequently stirred at room temperature for 15 hours, the solid is filtered off and rinsed with CH2Cl2, the filtrate is concentrated, the residue is introduced into water, the mixture is extracted twice with ethyl acetate and the combined ethyl acetate phases are washed with NaHCO3 solution and water, dried and concentrated. 17.5 g (85% of theory) of N-(t-butoxycarbonyl)-L-valine 4-methoxy-1-phenylethylamide of melting point 126°-127° C. are obtained.

来源