反应 #216930

反应方程式

diethylphosphoryl cyanide

triethylamine

3-t-butoxycarbonyl-2-(3-pyridyl)thiazolidine-4(R)-carboxylic acid

1-(3-aminopropyl)-4-(diphenylmethyl) piperazine

→

title compound

收率 89.0%

3-t-Butoxycarbonyl-4(R)-[3-(4-diphenylmethyl-1-piperazinyl)propylcarbamoyl]-2-(3-pyridyl)thiazolidine

收率 89.0%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他prepared
2. 2
   浓缩At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
3. 3
   workup.ADDITIONdiluted with water
4. 4
   萃取extracted with methylene chloride
5. 5
   其他The solvent was then removed by evaporation under reduced pressure

实验过程

A mixture of 500 mg (1.61 mmole) of 3-t-butoxycarbonyl-2-(3-pyridyl)thiazolidine-4(R)-carboxylic acid, 500 mg (1.61 mmole) of 1-(3-aminopropyl)-4-(diphenylmethyl) piperazine (prepared as described in Preparation 16'), 263 mg (1.61 mmole) of diethylphosphoryl cyanide, 163 mg (1.61 mmole) of triethylamine and 10 ml of tetrahydrofuran was stirred at room temperature overnight. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, diluted with water and extracted with methylene chloride. The solvent was then removed by evaporation under reduced pressure, and the resulting residue was subjected to column chromatography through alumina, using ethyl acetate as the eluent, to afford 840 mg (yield 89%) of the title compound as an oil.

来源