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Methyl chloroformate → (5S)-5-(acetylamino)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-yl methyl carbonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl chloroformate | HCID 6586 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | N-Acetylcolchicinol | HCID 97865 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (5S)-5-(acetylamino)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-yl methyl carbonate | HCID 9953634 | 75% |
反応手順
Triethylamine (70 μl; 0.5 mmol) and methyl chloroformate (39 μl; 0.5 mmol) were added to a solution of N-acetyl-colchicinol (0.178 g; 0.5 mmol) in THF (3 ml). The mixture was stirred at ambient temperature for 90 minutes. After removal of the insoluble material by filtration the residue was purified by flash chromatography eluting with dichloromethane/ethanol (98/2) to give (5S)-5-(acetylamino)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-yl methyl carbonate.
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-3c29999c92e14e74829436e9ffd7b469 |
| 出典メモ | uspto-grants-2006_11 |