반응 #1552041

ord-6f795c9c7dd7420494421229fb03b2f9

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with 50 ml of a 0.5 M HCl solution
  2. 2
    건조The organic phase was dried over sodium sulfate
  3. 3
    여과filtered
  4. 4
    기타the solvent was removed in vacuo
  5. 5
    기타Purification by column chromatography (PE:EE=2:1)
  6. 6
    기타yielded 2.9 g (91% of th., 98% of lit.) of a yellowish liquid

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08999323B2uspto-grants-2015_04