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HRID 280770作成日:2026年10月23日

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

https://huagongshe.com/ja/reaction/280770

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 the dried solution was distilled under reduced pressure to obtain an oily dibenzylphosphoryl-L-alanyl-L-prolyl-L-phenylalanine ethylester material (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 for 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US04590178
出典データセットuspto-grants-1986_05
ORD IDord-f2a8ad9e6139456f9120742602b8cd00
出典メモuspto-grants-1986_05