反应详情

Add pyridine sulfur trioxide complex (0.42 g) to (2R,3S,5S)-2-(2,2-dimethylpropoxy)-5-hydroxymethyl-3-methylmorpholine-4-carboxylic acid tert-butyl ester (0.46 g, 1.45 mmol) and N,N-diisopropylethylamine (0.66 g, 5.07 mmol) in dichloromethane (1 mL) and dimethylsulfoxide (4 mL) at −2° C. and stir 30 minutes. TLC shows some alcohol remaining. Add more pyridine sulfur trioxide (100 mg) and stir 30 minutes. Pour into ice-cold saturated aqueous sodium chloride and extract with ethyl acetate. Wash the ethyl acetate layer with 1 N aqueous citric acid, saturated aqueous sodium chloride), dry (magnesium sulfate), filter and concentrate to give the title compound as an oil (456 mg).

1. stirringstir 30 minutes
2. additionPour into ice-cold saturated aqueous sodium chloride
3. extractionextract with ethyl acetate
4. washWash the ethyl acetate layer with 1 N aqueous citric acid, saturated aqueous sodium chloride),
5. dry with materialdry (magnesium sulfate)
6. filtrationfilter
7. concentrationconcentrate