2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline → Boc-Dap(Fmoc) N-palmityl-N-oleyl-amide

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Reaction Steps

521 mg (1.06 mmol)N-oleyl-palmitylamine in 10 ml anhydrous dichloromethane are dissolved in a 50 ml round-bottom flask and 289 mg (1.17 mmol) EEDQ are added. Subsequently, 500 mg (1.17 mmol) Boc-Dap(Fmoc)-OH are added under steering and the mixture is steered at room temperature for 20 hours. The solution is transferred with 80 ml dichloromethane into a separating funnel and washed three times with 20 ml 0.1 N HCl each and once with 20 ml saturated NaHCO3 solution. After drying over Na2SO4 the solvent is removed using a rotary evaporator (FIG. 4). A yellowish viscous oil is obtained which is not further purified. In thin layer chromatography using hexane/ethylacetate of 1:1 a Rf of 0.70 was observed.

Provenance & Evidence