تفاعل #1909791

ord-629b7224b37c4aacbd88982eeb240429

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE039088E1uspto-grants-2006_05