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Dicyclohexylcarbodiimide → N-(tert-Butyloxycarbonyl)glycine N-hydroxysuccinimide ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| 反応物 | N-Hydroxysuccinimide | HCID 80170 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-(tert-Butyloxycarbonyl)glycine N-hydroxysuccinimide ester | HCID 76926 | — |
反応手順
N-Boc-glycine (7.31 g, 41.7 mmol) was dissolved in 100 mL of DCM and to the cooled (15° C.) solution N-hydroxysuccinimide (5.28 g, 45.9 mmol) was added. N,N′-dicyclohexylcarbodiimide (9.47 g, 45.9 mmol) was added to the formed suspension under vigorous stirring. After a few seconds, a cloudy white suspension formed, the mixture was allowed to reach room temperature and stirred for 1 h. It was subsequently filtrated over celite, washed with 50 mL saturated sodium bicarbonate, dried over sodium sulfate and concentrated in vacuo to yield a crystalline powder. Yield: 7.02 g, 61.8%
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09346814B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-5de66e3e0b704fb984cf6ce0ec846149 |
| 出典メモ | uspto-grants-2016_05 |