تفاعل #83067

معادلة التفاعل

product

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

1-hydroxybenzotriazole

1-benzyloxycarbonyl piperazine

dicyclohexylcarbodiimide

→

desired product

المردود 57.4%

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

المردود 57.4%

المذيبات

methylene chloride

dimethylformamide

water

ظروف التفاعل

المعالجة

1. 1
   أخرىthe stirring continued overnight
2. 2
   أخرىat room temperature
3. 3
   استخلاصextracted with chloroform
4. 4
   أخرىThe organic layer is dried
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىthe residue purified by chromatography (silica gel: 10-80% ethyl acetate/hexane)

الإجراء التجريبي

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.

المصدر