805245-41-4

805245-40-3

805245-41-4

The general procedure for the synthesis of (((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((tolylsulfonyloxy)methyl)-4,6a-dihydro-3aH-cyclopentadieno[d][1,3]dioxol-4-yl)oxy)diphenylsilanes from the compound (CAS: 805245-40-3) was carried out as follows: under the protection of nitrogen ( 3R,4R,6aR)-tert-butyl-(5-fluoro-2,2-dimethyl-6-tritylmethoxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxolen-4- yloxy)diphenylsilane (10, 11.66 g, 14.71 mmol) and N-fluorobenzenesulfonimide (5.566 g, 17.65 mmol) were dissolved in anhydrous tetrahydrofuran (100 mL) and cooled to -78 °C. n-Butyllithium (27.6 mL, 44.13 mmol, 1.6 M hexane solution) was slowly added and the reaction mixture was stirred for 1 hour at a maintained temperature of -78 °C. Upon completion of the reaction, the reaction was quenched with saturated ammonium chloride solution and subsequently extracted with ethyl acetate. The organic layers were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by fast silica gel column chromatography (eluent: hexane/ethyl acetate = 6:1) to afford the target compound 11 (7.35 g, 73% yield) as a white solid.1H NMR (400 MHz, CDCl3) δ 7.81-7.17 (m, 25H), 4.94 (t, J=7.2 Hz, 1H), 4.35 (m, 1H), 4.25 (m, 1H), 4.25 (m, 1H). 4.25 (m, 1H), 3.89 (t, J=12.0 Hz, 1H), 3.77 (t, J=12.0 Hz, 1H), 1.42 (s, 3H), 1.38 (s, 3H), 1.08 (s, 9H).