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Imidazole → (R)-t-Butyl 2-((t-butyldimethylsilyloxy)methyl)piperazine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Imidazole | HCID 795 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| 反応物 | (R)-2-Hydroxymethyl-piperazine-1-carboxylic acid tert-butyl ester | HCID 24820219 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (R)-t-Butyl 2-((t-butyldimethylsilyloxy)methyl)piperazine-1-carboxylate | HCID 58299667 | 60.3% |
反応手順
(R)-t-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate (1.15 g, 5.32 mmol), t-butylchlorodimethylsilane (0.882 g, 5.85 mmol), and imidazole (0.796 g, 11.7 mmol) were stirred in dichloromethane (3 mL) for three days. The solution was added to aqueous K2CO3 (30 mL) and extracted with dichloromethane (3×30 mL). The combined organics were dried (MgSO4) and evaporated to give a yellow oil. Silica gel chromatography (gradient elution hexanes/0-50% ethyl acetate) afforded compound 308 as a colorless oil (1.06 g, 60%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08841312B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-57b2c2a245a64c9493a362b4fa19c332 |
| 出典メモ | uspto-grants-2014_09 |