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Morpholine → tert-butoxycarbonyl-(1S)-1-methyl-2-morpholin-4-yl-2-oxo-1-phenylethylamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Morpholine | HCID 8083 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | O-benzotriazol-1-yl-tetramethyluronium | HCID 130500 | — |
| 反応物 | (S)-2-(Boc-amino)-2-phenylpropanoic acid | HCID 13678038 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | tert-butoxycarbonyl-(1S)-1-methyl-2-morpholin-4-yl-2-oxo-1-phenylethylamine | HCID 57444165 | 88% |
反応手順
630 mg (2.374 mmol) of N-(tert-butoxycarbonyl)-2-phenyl-D-alanine were dissolved in 20 mL of dry DMF and O-(benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoborate (TBTU, 1.37 g, 4.27 mmol), morpholine (0.412 mL, 4.73 mmol) and diisopropylethylamine (1.63 mL, 9.5 mol) were added. The mixture was stirred at room temperature for 1 hour, then the solvent was removed and the residue dissolved with dichloromethane. The solution was washed with saturated NaHCO3, brine, water and dried over Na2SO4. 700 mg of the title compound were recovered (88% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08981089B2 |
| 出典データセット | uspto-grants-2015_03 |
| ORD ID | ord-c2fc58b057564997847ea5cd4f374881 |
| 出典メモ | uspto-grants-2015_03 |