化工社化工社 化学情報印刷レポート · 研究参考用
Ethanaminium, N,N,N-triethyl-, fluoride (1:1) → (S)-3-((S)-1-(4-ethynylphenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanaminium, N,N,N-triethyl-, fluoride (1:1) | HCID 69582 | — |
| 反応物 | HCID 66870225 | HCID 66870225 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | (S)-3-((S)-1-(4-ethynylphenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one | HCID 86670541 | 91% |
反応手順
To a solution of (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-((triethylsilyl)ethynyl)phenyl)ethyl)-1,3-oxazinan-2-one (184 mg, 0.375 mmol) in acetonitrile (5 mL) was added tetraethylammonium fluoride (112 mg, 2 equiv). The mixture was stirred for 3 h at rt and LC-MS showed the reaction was complete. The mixture was concentrated and purified by chromatography on a 12 g silica cartridge, eluted with a 70-100% EtOAc in hexanes gradient, to afford to afford (S)-3-((S)-1-(4-ethynylphenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one (128 mg, 91%) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08883778B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-bd6968ed48c6466e8db722dd01b4162e |
| 出典メモ | uspto-grants-2014_11 |