反应详情

温度

60 °C

To a solution of 3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-benzaldehyde (1.6 g, 3.6 mmol) in benzene (20 mL), in a pressure vessel, is added triethylsilane (688 μL, 4.3 mmol) and (PPh3)2Re(O)2I (63 mg, 0.072 mmol). The vessel is sealed and the reaction is stirred at 60° C. for 18 h. The reaction is allowed to cool to RT and the solvent is removed under reduced pressure. The crude triethylsilyl ether is immediately dissolved in MeOH (20 mL), treated with TFA (approximately 0.15 mL) and stirred for 1 h. The solvent is removed under reduced pressure and the crude alcohol is purified by silica gel chromatography using a gradient of 0-50% EtOAc/hexane as eluent to afford the title compound as a light grey solid: (M+H)+=466.

1. customThe vessel is sealed
2. temperatureto cool to RT
3. customthe solvent is removed under reduced pressure
4. dissolutionThe crude triethylsilyl ether is immediately dissolved in MeOH (20 mL)
5. additiontreated with TFA (approximately 0.15 mL)
6. stirringstirred for 1 h
7. customThe solvent is removed under reduced pressure
8. customthe crude alcohol is purified by silica gel chromatography