반응 #172545

ord-8d6f1d8383824aac8ec89dbb8e7ba427

반응 방정식

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
수율 67.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08846972B2uspto-grants-2014_09