反应详情

Methyl-{4-[(2R)-2-amino-propyl]phenyl}acetate (Preparation 64) (7.00 g, 33.8 mmol), [2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methanol (Preparation 39) (15.2 g, 33.8 mmol) and diisopropylethylamine (4.36 g, 33.8 mmol) were heated in dimethylsulfoxide (50 ml) at 90° C. under nitrogen for 16 hours. The mixture was cooled and diluted with ethyl acetate (250 ml) and basified with 1M aqueous sodium hydroxide. The aqueous was extracted with ethyl acetate (250 ml) and the combined organics washed with brine (3×200 ml) and dried (magnesium sulfate). The crude material was purified by chromatography (90:10 dichloromethane:methanol) to furnish an orange coloured oil (9.86 g).

1. temperatureThe mixture was cooled
2. extractionThe aqueous was extracted with ethyl acetate (250 ml)
3. washthe combined organics washed with brine (3×200 ml)
4. dry with materialdried (magnesium sulfate)
5. customThe crude material was purified by chromatography (90:10 dichloromethane:methanol)