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Benzyl Bromide → Boc-Ser-OBzl
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyl Bromide | HCID 7498 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | N-[tert-butoxycarbonyl]-L-serine | HCID 98766 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Boc-Ser-OBzl | HCID 7018792 | — |
反応手順
In a round-bottomed flask were placed N-BocSerine (20.0 g, 89.605 mmol, 1 eq.), benzyl bromide (10.76 ml, 90.50 mmol, 1.01 eq.) and cesium carbonate (56.64 g, 173.84 mmol, 1.94 eq.) in DMF (180 mL). The suspension was stirred under nitrogen at room temperature for 2 hrs to overnight. The mixture was partitioned between water and ethyl acetate (1:1, 1000 ml) and aqueous layer was re-extracted with ethyl acetate(2×200 mL). The combined organic layers were washed with water (2×500 mL), saturated sodium chloride, and dried over sodium sulfate. The solvents were removed in vacuo and the crude material purified on silica gel to get N-Boc-serine benzyl ester.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06943157B2 |
| 出典データセット | uspto-grants-2005_09 |
| ORD ID | ord-8f0f1a3cf25a48c49844fa18108794ec |
| 出典メモ | uspto-grants-2005_09 |