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4-Toluenesulfonyl chloride → [(2S)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 反応物 | [(2R)-7-(Methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanol | HCID 66878426 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | [(2S)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate | HCID 86652934 | 87.5% |
反応手順
Preparation according to Preparation 5 using [[(2R)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (2.1 g, 8.6 mmol), p-toluenesulfonyl chloride (2.5 g, 12.8 mmol), TEA (1.8 ml, 12.8 mmol) and 4-DMAP (1.0 g, 8.6 mmol) and DCM (dry, 20 ml). DCM (50 ml) was added and the solution was washed with HCl (100 ml, 1 N), water (100 ml) and brine (100 ml) and was evaporated to dryness to give the title compound (3.0 g). MS m/z (rel. intensity, 70 eV) 398 (M+, 49), 226 (bp), 225 (24), 213 (30), 91 (68).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08524766B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-3c5bcdcddd854d5cb69716ee1cb31f4f |
| 出典メモ | uspto-grants-2013_09 |