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Bromide ion → Methyl 2-((tert-butoxycarbonyl)amino)pent-4-enoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Bromide ion | HCID 259 | — |
| 反応物 | Allyl bromide | HCID 7841 | — |
| 反応物 | Acetyloxy[[(1,1-dimethylethoxy)carbonyl]amino]acetic acid methyl ester | HCID 10922855 | — |
| 触媒 | Zinc | HCID 23994 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 2-((tert-butoxycarbonyl)amino)pent-4-enoate | HCID 10857232 | 100% |
反応手順
To an ice cooled suspension of the product of Example 2 (0.525 mg, 2.12 mmol) and zinc dust (278 mg, 4.25 mmol) in DMF (4 mL) under nitrogen was added slowly via syringe neat allyl bromide (514 mg, 4.25 mmol). The bromide was added at such a rate as to maintain the internal temperature between 20° and 25° C., then stirred at that temperature for an additional 1 hour. Extractive workup and silica gel chromatography as described in Example 3 afforded 486 mg (100%) of product as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05665598 |
| 出典データセット | uspto-grants-1997_09 |
| ORD ID | ord-0569477272214ed39164694a4b9eff7c |
| 出典メモ | uspto-grants-1997_09 |