反应 #53960
ord-baf8df1b87c8452ebbf4cdc0f2992acd
反应方程式
tert-butyl (S)-(2-hydroxy-1-phenyl-ethylamino)-acetate
diphenylacetaldehyde
magnesium sulfate
→
tert-butyl ((4R)-2-benzhydryl-4-phenyl-oxazolidin-3-yl)-acetate
收率 114.1%
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1洗涤The organic layer was washed with saturated sodium chloride solution
- 2干燥dried over magnesium sulfate
- 3过滤filtered
- 4浓缩concentrated to dryness in vacuo
- 5其他recrystallized from ether/hexanes
实验过程
To a solution of tert-butyl (S)-(2-hydroxy-1-phenyl-ethylamino)-acetate (2.5 g, 10 mmole, obtained from Reference Example 9) in anhydrous methylene chloride (35 ml) were added diphenylacetaldehyde (2.16 g, 11 mmole) and magnesium sulfate (1.2 g, 10 mmole) under nitrogen. The resulting mixture was stirred at room temperature under nitrogen for 15 h, and diluted with ether. The organic layer was washed with saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated to dryness in vacuo. The oily residue was solidified upon standing, and recrystallized from ether/hexanes to give tert-butyl ((4R)-2-benzhydryl-4-phenyl-oxazolidin-3-yl)-acetate as a white solid (4.9 g, 98%).