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4-(2-Thienyl)Butyric Acid → (S)-ethyl 1-(2-thienylpropyl)-3-piperidinecarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-(2-Thienyl)Butyric Acid | HCID 78386 | — |
| 反応物 | Ethyl (3S)-piperidine-3-carboxylate | HCID 187784 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 反応物 | Ethyl 1-(3-thiophenecarbonyl)-3-piperidinecarboxylate | HCID 12114708 | — |
| 生成物 | (S)-ethyl 1-(2-thienylpropyl)-3-piperidinecarboxylate | HCID 54206822 | — |
反応手順
This reaction was run in the same manner as ethyl 1-(3-thiophenecarbonyl)-3-piperidinecarboxylate, starting with commercially available 4-(2-thienyl)butyric acid (280 μl; 1.93 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (367.7 mg; 1.92 mmol) and (S)-ethyl nipecotate (300 μl; 1.94 mmol). The crude product was purified by chromatography on silica eluting with 30% ethyl acetatel70% hexane to 40% ethyl acetate/60% hexane in a single step gradient, giving (S)-ethyl 1-(2-thienylpropyl)-3-piperidinecarboxylate (181.7 mg) as a colorless oil. MS m/z (positive ion) 411 (MH++Et3N; 40), 332 (M+Na+; 30), 310 (MH+; 100), 101 (Et3NH+; 30).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06664271B1 |
| 出典データセット | uspto-grants-2003_12 |
| ORD ID | ord-283ea38535cd40d29998bfed421b0407 |
| 出典メモ | uspto-grants-2003_12 |