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Trimethylsilyl iodide → methyl (5R)-5-((trimethylsilyl)ethynyl)-L-prolinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trimethylsilyl iodide | HCID 85247 | — |
| 反応物 | dimethyl(2S,5R)-5-((trimethylsilyl)ethynyl)pyrrolidine-1,2-dicarboxylate | HCID 11161884 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | methyl (5R)-5-((trimethylsilyl)ethynyl)-L-prolinate | HCID 16090847 | — |
反応手順
A solution of dimethyl(2S,5R)-5-((trimethylsilyl)ethynyl)pyrrolidine-1,2-dicarboxylate (5.43 g, 19.16 mmol) and iodotrimethylsilane (3 mL, 28.74 mmol) in chloroform (100 mL) was heated to 65° C. for 3 hours, was cooled to room temperature, concentrated under reduced pressure and flash chromatographed with 35% ethyl acetate/65% hexane to provide the titled compound. MS (DCI/NH3) m/e 226 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08637546B2 |
| 出典データセット | uspto-grants-2014_01 |
| ORD ID | ord-536aa212691d4fbf9e505858ef135f9e |
| 出典メモ | uspto-grants-2014_01 |