化工社化工社 化学情報印刷レポート · 研究参考用
Trifluoroacetic acid → (R)-3-(ethyldisulfanyl)-2-(methylamino)propanoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trifluoroacetic acid | HCID 6422 | — |
| 反応物 | Triethylsilane | HCID 12052 | — |
| 反応物 | (R)-tert-butyl 4-((ethyldisulfanyl)methyl)-5-oxooxazolidine-3-carboxylate | HCID 89668431 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (R)-3-(ethyldisulfanyl)-2-(methylamino)propanoic acid | HCID 89668341 | 43% |
反応手順
Triethylsilane (4.46 ml, 27.9 mmol) and trifluoroacetic acid (6.88 ml, 89.0 mmol) were added to a solution of (R)-tert-butyl 4-((ethyldisulfanyl)methyl)-5-oxooxazolidine-3-carboxylate (Compound 2e-F) (819 mg, 2.79 mmol) in dichloromethane (14 ml) at 0° C., and the mixture was stirred at room temperature for 1 hour. The reaction mixture was then concentrated under reduced pressure, and the resulting residue was purified by reverse-phase silica gel column chromatography (10 mM aqueous ammonium acetate solution/methanol=100/0→60/40) to afford (R)-3-(ethyldisulfanyl)-2-(methylamino)propanoic acid (Compound 2f-F) (232 mg, 43%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09409952B2 |
| 出典データセット | uspto-grants-2016_08 |
| ORD ID | ord-399687e5a4a64c709b4d2cca4bfcf184 |
| 出典メモ | uspto-grants-2016_08 |