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Cesium carbonate → 2-{4-Methoxy-2-[(2S)-oxiran-2-ylmethoxy]phenyl}-N-methylacetamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester | HCID 146490 | — |
| 反応物 | 2-(2-hydroxy-4-methoxyphenyl)-N-methylacetamide | HCID 69017352 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-{4-Methoxy-2-[(2S)-oxiran-2-ylmethoxy]phenyl}-N-methylacetamide | HCID 86612855 | 94.3% |
反応手順
A mixture of 2-(2-hydroxy-4-methoxyphenyl)-N-methylacetamide (15 mg, 0.076 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (20 mg, 0.076 mmol) and Cs2CO3 (30 mg, 0.091 mmol) in DMF (1.5 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-100% ethyl acetate in petroleum spirit) to give the subtitled compound (18 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07498338B2 |
| 出典データセット | uspto-grants-2009_03 |
| ORD ID | ord-bdf2fce010bd419281858860233fc2c2 |
| 出典メモ | uspto-grants-2009_03 |