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Potassium triisopropylsilanethiolate → 5-Triisopropylsilanylsulfanyl-indole-1-carboxylic acid tert-butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium triisopropylsilanethiolate | HCID 11085560 | — |
| 反応物 | 5-Iodo-1H-indole, N-BOC protected | HCID 16125958 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 5-Triisopropylsilanylsulfanyl-indole-1-carboxylic acid tert-butyl ester | HCID 67040348 | 89% |
反応手順
A solution of the product of Example 89A (200 mg, 0.583 mmol) in anhydrous tetrahydrofuran (4 mL) under a nitrogen atmosphere was treated with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium methylene chloride complex (5 mg) and the solution was sparged with nitrogen for several minutes. Potassium triisopropylsilanethiolate (146.5 mg, 0.6411 mmol), prepared according to Tetrahedron Letters 35 (20) 3221 1994, was added and the reaction was heated at reflux for 15 minutes. The reaction was cooled to room temperature and the solvent removed by rotary evaporation under vacuum to provide the title compound as a colorless oil (210 mg, 89%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07910595B2 |
| 出典データセット | uspto-grants-2011_03 |
| ORD ID | ord-65c3cecac44545a8b811602e59d70c79 |
| 出典メモ | uspto-grants-2011_03 |