反应 #355789

反应方程式

N′-benzyl-N,N-dimethylethylenediamine

N-Boc-L-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

TFFH

→

1d

收率 26.0%

3-[Benzyl-(2-dimethylamino-ethyl)-carbamoyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

收率 26.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   温度to warm to room temperature
2. 2
   其他The reaction was then quenched with water (20 mL)
3. 3
   干燥the organic layer was dried over anhydrous sodium sulfate
4. 4
   过滤filtered
5. 5
   浓缩concentrated
6. 6
   其他The organic residue was purified by flash chromatography on silica gel
7. 7
   洗涤eluting with dichloromethane/2.0 M ammonia in ethyl alcohol (96:4)

实验过程

To a solution of N-Boc-L-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (2.0 g, 7.2 mmole) in dichloromethane (20 mL) was added TFFH (1.91 g, 7.2 mmole). The mixture was cooled to 0° C. and N′-benzyl-N,N-dimethylethylenediamine (2.57 g, 14.4 mmole) was added to the reaction. The reaction was allowed to warm to room temperature and stirred for 6 h. The reaction was then quenched with water (20 mL), and the organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The organic residue was purified by flash chromatography on silica gel, eluting with dichloromethane/2.0 M ammonia in ethyl alcohol (96:4) to give 1d (0.81 g, 26%) as a pale yellow oil.

来源