Reaktion #1909791

ord-629b7224b37c4aacbd88982eeb240429

Reaktionsgleichung

O=C(O)c1ccc(-c2ccc(O)cc2)cc1
4-(4-hydroxyphenyl)benzoic acid
CCOC(=O)[C@@H](N)Cc1ccccc1.Cl
L-phenylalanine ethyl ester hydrochloride
CCN=C=NCCCN(C)C.Cl
WSC.HCl
On1nnc2ccccc21
HOBT
CCOC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccc(-c2ccc(O)cc2)cc1
title compound
CCOC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccc(-c2ccc(O)cc2)cc1
4-(4-Hydroxyphenyl)benzoyl-L-phenylalanine ethyl ester

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe mixture was extracted with ethyl acetate
  2. 2
    WaschenThe organic layer was washed successively with a 10 % aqueous citric acid solution, water
  3. 3
    Trocknena saturated aqueous sodium hydrogen-carbonate solution, water and saturated brine, dried over magnesium sodium sulfate
  4. 4
    Einengenconcentrated under reduced pressure

Vorschrift

To a solution of 4-(4-hydroxyphenyl)benzoic acid (3.0 g) and L-phenylalanine ethyl ester hydrochloride (3.38 g) in DMF (30 ml) were added WSC.HCl (2.7 g), HOBT (1.89 g) and triethylamine (2 ml), and the mixture was stirred at room temperature for 14 hours. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed successively with a 10 % aqueous citric acid solution, water, a saturated aqueous sodium hydrogen-carbonate solution, water and saturated brine, dried over magnesium sodium sulfate, and concentrated under reduced pressure to give a crude product of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE039088E1uspto-grants-2006_05