反应 #83067

反应方程式

product

2,5-Anhydro-4-bromo-3,4-dideoxy-D-erythro-pentonic acid

1-hydroxybenzotriazole

1-benzyloxycarbonyl piperazine

dicyclohexylcarbodiimide

→

desired product

收率 57.4%

4-(2,5-Anhydro-4-bromo-3,4-dideoxy-D-erythro-pentonoyl)-1-piperazinecarboxylic acid phenylmethyl ester

收率 57.4%

溶剂

methylene chloride

dimethylformamide

water

反应条件

后处理

1. 1
   其他the stirring continued overnight
2. 2
   其他at room temperature
3. 3
   萃取extracted with chloroform
4. 4
   其他The organic layer is dried
5. 5
   浓缩concentrated in vacuo
6. 6
   其他the residue purified by chromatography (silica gel: 10-80% ethyl acetate/hexane)

实验过程

A mixture of 0.941 g of product from Example 150, 0.652 g of 1-hydroxybenzotriazole, 1.17 g of 1-benzyloxycarbonyl piperazine, 1.39 g of dicyclohexylcarbodiimide and 8 ml of dry methylene chloride is stirred at room temperature for 1 hour. Five ml of dimethylformamide is added and the stirring continued overnight at room temperature. The reaction mixture is diluted with water and extracted with chloroform. The organic layer is dried, concentrated in vacuo and the residue purified by chromatography (silica gel: 10-80% ethyl acetate/hexane) to give 1.1 g of the desired product.

来源