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Triethylamine → n-[(5s)-3-Phenoxycarbonyloxy-9,10,11-trimethoxy-6,7-dihydro-5h-dibenzo[a,c]cyclohepten-5-yl]acetamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Phenyl chloroformate | HCID 15891 | — |
| 反応物 | N-Acetylcolchicinol | HCID 97865 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | n-[(5s)-3-Phenoxycarbonyloxy-9,10,11-trimethoxy-6,7-dihydro-5h-dibenzo[a,c]cyclohepten-5-yl]acetamide | HCID 57245389 | 79% |
反応手順
A solution of N-acetyl colchicinol (0.35 g; 0.98 mmol), phenyl chloroformate (145 μl; 1.08 mmol) and triethylamine (150 μl; 1.08 mmol) in dichloromethane (20 ml) was stirred at ambient temperature for 1 hour. The mixture was washed with water and the organic phase evaporated. The residue was purified by flash chromatography, eluting with ethyl acetate/petroleum ether (80/20) to give N-[(5S)-3-phenoxycarbonyloxy-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide as a foam.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07135502B1 |
| 出典データセット | uspto-grants-2006_11 |
| ORD ID | ord-a04e91f8222b40ecae8999e9735ae656 |
| 出典メモ | uspto-grants-2006_11 |