Acetonitrile → HCID 118035475, compound

Participants

Reaction Steps

(Step 2) To di-tert-butyl 4-{(4Z,6E)-4-(tert-butoxycarbonyl)-2,6,8,10,12,14-hexamethylhexadec-4,6-dienoyloxy}-5-oxotetrahydrofuran-2,3-dicarboxylate (500 mg, 0.694 mmol) obtained in Step 1, acetonitrile (35 mL) and an aqueous sodium hydroxide solution (0.25 mol/L, 28 mL, 6.94 mmol) were added, and the resulting mixture was stirred at room temperature for 6.5 hours. To the reaction mixture, water was added, and then, Dowex 50 (registered trademark) (Muromachi Technos, 50WX8, 50-100 mesh, H+ form) was added thereto to neutralize the mixture, and the insoluble matter was removed by filtration. After the filtrate was extracted with ethyl acetate, the organic layer was washed with saturated brine and dried over sodium sulfate, and then, the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-hexane=5/95 to 60/40), whereby Compound 8 (318 mg, quant.) was obtained.

Provenance & Evidence