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HRID 485575作成日:2026年10月26日

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → dibenzylphosphoryl-L-alanyl-L-prolyl-L-phenylalanine ethylester

https://huagongshe.com/reaction/485575

反応式

関与物質

役割名称HCID仕込み量
反応物1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
反応物1-HydroxybenzotriazoleHCID 75771—
反応物Ethyl L-phenylalaninate hydrochlorideHCID 165085—
反応物Dibenzylphosphory-L-alanyl-L-prolineHCID 53804723—
溶媒DimethylformamideHCID 6228—
溶媒Ethyl AcetateHCID 8857—
生成物dibenzylphosphoryl-L-alanyl-L-prolyl-L-phenylalanine ethylesterHCID 7004234076.1%

反応条件

温度-15 °C

反応手順

Dibenzylphosphoryl-L-alanyl-L-proline (1.2 g, 2.5 m mole), HOBt (338 mg, 2.5 m mole) and L-phenylalanine ethylester hydrochloride (690 mg, 3 m mole) were suspended in DMF (10 ml) and WSC (0.5 ml) were added thereto while cooling to -15° C. and stirring. The reaction was carried out for 3 hours under cooling and then overnight at room temperature. To the reaction solution, ethyl acetate (100 ml) was added, and the mixture was washed with 1N hydrochloric acid and water in order, and dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain oily dibenzylphosphoryl-L-alanyl-L-prolyl-L-phenylalanine ethylester (1.3 g). The oily material gave a single spot with Rf 0.7 by thin layer chromatography (developing solvent; chloroform:methanol:acetic acid=95:5:3, colour forming method: spraying of 25% hydrobromic acid and 0.1% ninhydrine, and heating).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04536395
出典データセットuspto-grants-1985_08
ORD IDord-266e1125d8224e6a9454092c2bccf4a0
出典メモuspto-grants-1985_08