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612.4.2.1 Pd(PPh3)4-THF体系脱除烯丙氧羰基(Alloc)示例
Y. Matsushima; H. Itoh etal., J. Chem. Soc. Perkin Trans. 1., 2004, 7, 949 To a solution of the Alloc protected ester (140.7 mg, 0.2.23 mmol) and 1,3-dimethylbarbituric acid (228 mg, 1.46 mmol) in THF (15 mL) was added tetrakis(triphenylphosphine)palladium (43.9 mg, 0.0379 mmol, 17 mol%), and the resulting mixture was stirred at rt for 27 h. The mixture was then poured into saturated aq. NaHCO3 and extracted four times with Et2O. The combined extract was dried (MgSO4) and concentrated in vacuo. The residue was purified by chromatography (CHCl3/MeOH, 20 : 1 to 2 : 1) to give the corresponding free amino ester as a colorless oil (79.5 mg, 65%).
2.4.2.2 Pd(PPh3)4/Me2NTMS体系脱除烯丙氧羰基(Alloc)示例
P. Angehrm; S. Buchmann et al., J. Med. Chem., 1992, 47(6), 1487 To a solution of 112 (0.97 g, 1.4 mmol) in CH2Cl2 (19 mL) were added dimethylamino- trimethylsilane (1.32 mL, 8.4 mol) and trimethylsilyl trifluoroacetate (1.45 mL, 8.4 mmol). The solution was stirred at 20 °C for 10 min, and then Pd(PPh3)4 (97 mg, 0.084 mmol) was added and stirring was continued for 2.5 h. The mixture was evaporated and the residual oil was dissolved in EtOAc (50 mL). The solution was washed wit