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Diphenylacetaldehyde → tert-butyl ((4R)-2-benzhydryl-4-phenyl-oxazolidin-3-yl)-acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diphenylacetaldehyde | HCID 13696 | — |
| 反応物 | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| 反応物 | tert-butyl (S)-(2-hydroxy-1-phenyl-ethylamino)-acetate | HCID 59065869 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | tert-butyl ((4R)-2-benzhydryl-4-phenyl-oxazolidin-3-yl)-acetate | HCID 69754033 | 114.1% |
反応手順
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%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06858591B2 |
| 出典データセット | uspto-grants-2005_02 |
| ORD ID | ord-baf8df1b87c8452ebbf4cdc0f2992acd |
| 出典メモ | uspto-grants-2005_02 |