反応 #1552041

ord-6f795c9c7dd7420494421229fb03b2f9

反応方程式

CCN=C=NCCCN(C)C.Cl
1-(3-dimethylamino propyl)-3-ethyl carbodiimide hydrochloride
N[C@@H](Cc1ccccc1)C(=O)O
phenylalanine
OCC[Se]c1ccccc1
2-(phenylseleno)ethanol
C1CCOC1
THF
CC(=O)N[C@@H](Cc1ccccc1)C(=O)OCC[Se]c1ccccc1
N-acetylphenylalanine 2-(phenylseleno)ethyl ester

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with 50 ml of a 0.5 M HCl solution
  2. 2
    乾燥The organic phase was dried over sodium sulfate
  3. 3
    ろ過filtered
  4. 4
    その他the solvent was removed in vacuo
  5. 5
    その他Purification by column chromatography (PE:EE=2:1)
  6. 6
    その他yielded 2.9 g (91% of th., 98% of lit.) of a yellowish liquid

実験手順

In a 50 ml round bottomed flask, 2.55 g (13.3 mmol) of 1-(3-dimethylamino propyl)-3-ethyl carbodiimide hydrochloride and 1.7 g of (8.2 mmol) phenylalanine were added to a solution of 1.87 g (9.3 mmol) of 2-(phenylseleno)ethanol in 20 ml of THF. The reaction mixture was then stirred for 12 hours at room temperature. The mixture was then diluted with 50 ml of ethyl acetate and extracted with 50 ml of a 0.5 M HCl solution. The organic phase was dried over sodium sulfate, filtered, and the solvent was removed in vacuo. Purification by column chromatography (PE:EE=2:1) yielded 2.9 g (91% of th., 98% of lit.) of a yellowish liquid.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08999323B2uspto-grants-2015_04