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Ethanol → (S)-3-((R)-2-Ethoxy-1-hydroxyethyl)pyrrolidine-1-carboxylic Acid t-Butyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | Sodium ethoxide | HCID 2723922 | — |
| 反応物 | (S)-(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester | HCID 86650334 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (S)-3-((R)-2-Ethoxy-1-hydroxyethyl)pyrrolidine-1-carboxylic Acid t-Butyl Ester | HCID 66858889 | — |
反応手順
(S)—(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester (440 mg, 2.1 mmol) was added to 2M of sodium ethoxide in EtOH (2.1 mL, 4.1 mmol; prepared from EtOH and NaH). The resulting solution was placed in a microwave reactor for 10 minutes at 100° C., then cooled to room temperature. DCM (5 mL) was added, followed by washing with saturated aqueous NaCl (5 mL). The organic layer was collected, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography (0-100% ether/Hexanes) to give the title compound as a clear oil (400 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08273786B2 |
| 出典データセット | uspto-grants-2012_09 |
| ORD ID | ord-38406471dfb1477c8ba059f1fe35e950 |
| 出典メモ | uspto-grants-2012_09 |