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Red-Al → (S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Red-Al | HCID 16684438 | — |
| 反応物 | (S)-tert-butyl 3-cyclohexyl-1-(ethylamino)-1-oxopropan-2-ylcarbamate | HCID 59201513 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | (S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate | HCID 59201304 | 79.8% |
反応手順
To a solution of (S)-tert-butyl 3-cyclohexyl-1-(ethylamino)-1-oxopropan-2-ylcarbamate (444 mg, 1.49 mmol) in anhydrous toluene at 0° C. was added Red-Al (65%, 1.39 g, 1.36 mL, 4.47 mmol) over 20 min. After the addition, the reaction was allowed to stir at rt overnight. The reaction was cooled to 0° C. and quenched with Na2SO4.10H2O. The resulting mixture was stirred for 2-3 h, filtered through Celite, and washed with THF (200 mL). The filtrate was dried and concentrated to give crude product (S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate (338 mg, 45% over 2 steps). MS ESI +ve m/z 285 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08487108B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-c9517456e64b43898ec262b4b68de204 |
| 出典メモ | uspto-grants-2013_07 |