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Hydrochloric Acid → (alphaR)-alpha-((Methoxycarbonyl)amino)benzeneacetic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Lithium Hydroxide | HCID 3939 | — |
| 反応物 | Methyl chloroformate | HCID 6586 | — |
| 反応物 | Phenylglycine, D- | HCID 70134 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | (alphaR)-alpha-((Methoxycarbonyl)amino)benzeneacetic acid | HCID 10910775 | 65.8% |
反応手順
To a solution of (R)-2-amino-2-phenylacetic acid (14 g, 92.6 mmol) in water (250 mL) was added LiOH (14.8 g, 618.7 mmol) at 0° C. and the mixture was stirred for 15 minutes. To this solution, methyl chloroformate (17.9 mL, 231.5 mmol) was added drop wise and the mixture was stirred for 2 hours at 0° C. The mixture was then acidified until pH 1 with concentrated HCl. The mixture was extracted with EtOAc and the organic phase was concentrated in vacuum. The residue was dried overnight in vacuum, resulting in (R)-2-(methoxycarbonylamino)-2-phenylacetic acid (11.8 g; 60.9 mmol).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09433609B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-01433eff02cb4e85957a7f07bbd728a8 |
| 出典メモ | uspto-grants-2016_09 |