Triethylamine → HCID 86300946, compound

Participants

Reaction Steps

To a solution of (6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl carbonochloridate (590 mg, 1.0 mmol), N,N-dimethyl-N′-((9Z,12Z)-octadeca-9,12-dienyl)propane-1,3-diamine (350 mg, 1 mmol) and triethylamine (500 μL, 3.6 mmol) in dichloromethane (8 mL) was stirred overnight at room temperature. Upon completion, the solution was concentrated in vacuo to dryness and purified by column chromatography on silica gel to afford (6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl 3-(dimethylamino)propyl((9Z,12Z)-octadeca-9,12-dienyl)carbamate as a colorless oil (500 mg, 55%). 1H NMR (CDCl3, 400 MHz) δ 5.42-5.28 (m, 12H), 4.79-4.70 (m, 1H), 3.32-3.12 (m, 4H), 2.78 (t, 6H, J=6.3 Hz), 2.38-2.20 (m, 8H), 2.09-2.02 (m, 12H), 1.82-1.63 (m, 2H), 1.57-1.43 (m, 6H), 1.41-1.23 (m, 52H), 0.89 (t, 9H, J=7.0 Hz).

Provenance & Evidence