関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Bromide ion | HCID 259 | — |
| 反応物 | L-Valine | HCID 6287 | — |
| 反応物 | Hexamethyldisilazane | HCID 13838 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | p-Toluenesulfonate | HCID 85570 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (S)-2-(4-bromobenzyl)amino-3-methylbutyric acid | HCID 11673643 | 89% |
反応手順
To a suspension of 10 g (34.6 mmol) of p-toluenesulphonate of L-valine in 100 mL of CH2Cl2 is added at 20-25° C. and under nitrogen atmosphere 8.0 mL (38 mmol) of 1,1,1,3,3,3-hexamethyldisilazane. After shaking the mixture at 20-25° C. for one hour, 13.2 mL (76 mmol) of diisopropylethylamine and 8.64 g (34.6 mmol) of 4-bromobenzylo bromide are added and heated at reflux. When all the 4-bromobenzylo bromide has been consumed, the solvent is evaporated off at low pressure, 100 mL of water is added and after 1 h at 0° C. the solid is filtered and dried in an air oven at 40° C. to provide 8.8 g (89%) of N-(4-bromobenzyl)-L-valine.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07728021B2 |
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| 出典データセット | uspto-grants-2010_06 |
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| ORD ID | ord-5759d37bf2144098891bfd299ba656fc |
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| 出典メモ | uspto-grants-2010_06 |
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