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Carbon Tetrachloride → 2-mercapto-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Carbon Tetrachloride | HCID 5943 | — |
| 反応物 | Anisole | HCID 7519 | — |
| 反応物 | 2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine t-butyl ester | HCID 54481559 | — |
| 触媒 | Mercuric acetate | HCID 15337 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-mercapto-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine | HCID 15548740 | 58.2% |
反応手順
Combine 2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine t-butyl ester (0.20 g, 0.33 mmol), mercury (II) acetate (0.134 g, 0.42 mmol), and anisole (0.37 mL, 3.4 mmol) in dichloromethane (9 mL). Cool in an ice bath and degas by repeatedly applying vacuum and filling the vessel with nitrogen, Add trifluoroacetic acid (4 mL). After 1 hour, warm to ambient temperature. After 3 hours, purge with hydrogen sulfide (gas) for about 10 minutes. Filter and evaporate in vacuo to give a residue. Repeatedly, combine the residue and carbon tetrachloride and evaporate in vacuo to give a residue. Triturate the residue with hexane to give the title compound as a solid (85 mg, 57%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06352976B1 |
| 出典データセット | uspto-grants-2002_03 |
| ORD ID | ord-5ae5529245274703a3c1f8b6e322927e |
| 出典メモ | uspto-grants-2002_03 |