Réaction #172545

Équation de réaction

2-docosa-4,7,10,13,16,19-hexaenamido-4-methylpentanoic acid

ethyl 2-hydroxybenzoate

DCC

→

ethyl 2-(2-docosa-4,7,10,13,16,19-hexaenamido-4-methylpentanoyloxy)benzoate

Rendement 67.0%

Solvants

CH3CN THF

Conditions de réaction

Traitement

1. 1
   Filtrationfiltered
2. 2
   Concentrationconcentrated under reduced pressure
3. 3
   AutreThe crude product was purified by silica gel chromatography (EtOAc-PE, 0-20%)

Mode opératoire

To a solution of 2-docosa-4,7,10,13,16,19-hexaenamido-4-methylpentanoic acid (50 mg, 0.11 mmol) and ethyl 2-hydroxybenzoate (19 mg, 0.11 mmol) in CH3CN/THF (1:1, 0.5 mL) at −10° C. was added DCC (12 mg, 0.11 mmol) and DMAP (1 mg). The mixture was stirred (RT, 16 h), filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (EtOAc-PE, 0-20%) to afford ethyl 2-(2-docosa-4,7,10,13,16,19-hexaenamido-4-methylpentanoyloxy)benzoate (40 mg, 67%) as colorless oil. Mass calculated for C37H51NO5=589.80; found: [M+H]+=590.4.

Source