Reacción #53960

Ecuación de reacción

tert-butyl (S)-(2-hydroxy-1-phenyl-ethylamino)-acetate

diphenylacetaldehyde

magnesium sulfate

→

tert-butyl ((4R)-2-benzhydryl-4-phenyl-oxazolidin-3-yl)-acetate

Rendimiento 114.1%

Disolventes

methylene chloride

ether

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe organic layer was washed with saturated sodium chloride solution
2. 2
   Secadodried over magnesium sulfate
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated to dryness in vacuo
5. 5
   Otrorecrystallized from ether/hexanes

Procedimiento

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%).

Fuente