Reaktion #172545

Reaktionsgleichung

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

Ausbeute 67.0%

Lösungsmittel

CH3CN THF

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle