反応 #172545

ord-8d6f1d8383824aac8ec89dbb8e7ba427

反応方程式

CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)NC(CC(C)C)C(=O)O
2-docosa-4,7,10,13,16,19-hexaenamido-4-methylpentanoic acid
CCOC(=O)c1ccccc1O
ethyl 2-hydroxybenzoate
C(=NC1CCCCC1)=NC1CCCCC1
DCC
CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)NC(CC(C)C)C(=O)Oc1ccccc1C(=O)OCC
ethyl 2-(2-docosa-4,7,10,13,16,19-hexaenamido-4-methylpentanoyloxy)benzoate
収率 67.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過filtered
  2. 2
    濃縮concentrated under reduced pressure
  3. 3
    その他The crude product was purified by silica gel chromatography (EtOAc-PE, 0-20%)

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08846972B2uspto-grants-2014_09