関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Methyl bromoacetate | HCID 60984 | — |
| 反応物 | 2-benzyloxy-4-chloro-N-tert-butoxycarbonylaniline | HCID 22010963 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | [(2-Benzyloxy-4-chlorophenyl)-tert-butoxycarbonylamino]-acetic Acid Methyl Ester | HCID 68838982 | — |
反応手順
To a solution of (2-benzyloxy-4-chlorophenyl)-carbamic acid tert-butyl ester (14.75 g, 44.2 mmol) in DMF (150 mL) at 0° C. is added NaH (1.94 g, 60% in mineral oil, 48.6 mmol) and the mixture is stirred at 0° C. for 10 min. To this is added methyl bromoacetate (5.04 mL, 53 mmol) and the mixture is stirred at RT for 8 h. The mixture is poured into ice/water (150 mL) and is extracted with EtOAc (700 mL). The organic phase is washed with 1N HCl (3×150 mL) and brine (150 mL) then is dried over sodium sulfate. The solvent is removed under reduced pressure and the residue purified by flash chromatography using a gradient of 5-10% EtOAc/hexane as eluent to give the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08084448B2 |
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| 出典データセット | uspto-grants-2011_12 |
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| ORD ID | ord-341a173e958040c1b86804bbf24b6716 |
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| 出典メモ | uspto-grants-2011_12 |
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