285-69-8

clear yellow liquid

Step 1: 85% m-chloroperoxybenzoic acid (mCPBA) (18.86 g, 0.093 mol) was slowly added to 150 mL of dichloromethane solution containing 2,5-dihydrofuran (5.04 g, 0.072 mol) at 0°C in an ice-water bath. The reaction mixture was stirred at room temperature for 48 hours. After completion of the reaction, the precipitate was removed by filtration. The filtrate was washed sequentially with saturated aqueous sodium bicarbonate, water and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a mixture of white solid and yellow oil (5.24 g, 84.6% yield).

[1] Patent: WO2008/33562, 2008, A2. Location in patent: Page/Page column 53
[2] Patent: US2009/76005, 2009, A1. Location in patent: Page/Page column 23
[3] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 24, p. 8467 - 8487
[4] Patent: US5374416, 1994, A
[5] Patent: US2009/30212, 2009, A1. Location in patent: Page/Page column 15-16