Dichloromethane → (3R,3aR,6R,6aR)-6-(5-fluoro-2-nitro-phenoxy)-3-methoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan

Participants

Reaction Steps

To 0.9 g (3.0 mmol) (3R,3aR,6R,6aR)-6-(5-fluoro-2-nitro-phenoxy)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol (III.1), 0.1 g (0.3 mmol) tetrabutylammonium iodide and 1.3 ml (7.8 mmol) of a 6 mol/l aqueous NaOH solution in 15 ml DCM 0.3 ml (3.6 mmol) dimethyl sulfate are added dropwise and the mixture is stirred at RT for 24 h. Additional 1.3 ml (7.8 mmol) of a aqueous 6 mol/l NaOH solution and 0.3 ml (3.6 mml) dimethyl sulfate are added and the mixture is stirred at RT over night. The reaction mixture is washed with water, dried and evaporated. The residue is purified by FC.

Provenance & Evidence