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HRID 54789作成日:2026年10月25日

Dicyclohexylcarbodiimide → 4-(2,5-Anhydro-4-bromo-3,4-dideoxy-D-erythropentonoyl)-1-piperazinecarboxylic acid phenylmethyl ester

https://huagongshe.com/reaction/54789

反応式

関与物質

役割名称HCID仕込み量
反応物DicyclohexylcarbodiimideHCID 10868—
反応物1-HydroxybenzotriazoleHCID 75771—
反応物Benzyl piperazine-1-carboxylateHCID 643495—
反応物2,5-Anhydro-4-bromo-3,4-dideoxy-D-erythro-pentonic acidHCID 67648725—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
溶媒DichloromethaneHCID 6344—
生成物4-(2,5-Anhydro-4-bromo-3,4-dideoxy-D-erythropentonoyl)-1-piperazinecarboxylic acid phenylmethyl esterHCID 13171985557.4%

反応手順

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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05623081
出典データセットuspto-grants-1997_04
ORD IDord-d23b9cb991464243b285bc1e2e58ccff
出典メモuspto-grants-1997_04