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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59437171、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| 反応物 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | — |
| 反応物 | (S)-mandelic acid | HCID 439616 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | HCID 59437171 | HCID 59437171 | 47% |
反応手順
To a solution of (1-adamantyl)methylamine (100 mg, 0.61 mmol), (S)-2-hydroxy-2-phenylacetic acid (92 mg, 0.61 mmol), EDCI (239 mg, 1.22 mmol) and HOBt (164 mg, 1.22 mmol) in CH2Cl2 (15 mL) was added DIEA (391 mg, 3.03 mmol) and the resulting mixture was stirred overnight. The solution was concentrated under vacuum to give the crude product, which was purified by preparative TLC to afford (S)—N-((1-adamantyl)methyl)-2-hydroxy-2-phenylacetamide (85 mg, 47%). 1H NMR (CDCl3, 400 MHz): δ=1.34-1.91 (m, 15H), 2.86 (q, 1H), 3.02 (q, 1H), 5.04 (s, 1H), 5.93 (s, 1H), 7.25-7.43 (m, 5H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08835426B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-48e2a0bedcdc43189f5c344b9464dd66 |
| 出典メモ | uspto-grants-2014_09 |