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Cesium carbonate → [7-(2-Benzyloxycarbonylamino-ethyl)-1-(3-chloro-benzyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-carbamic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Potassium benzyl N-[2-(trifluoroboranuidyl)ethyl]carbamate | HCID 49761741 | — |
| 反応物 | 8-(3-Chlorobenzyl)-7-(ethoxycarbonylamino)-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate | HCID 57476723 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Toluene water | HCID 22272177 | — |
| 生成物 | [7-(2-Benzyloxycarbonylamino-ethyl)-1-(3-chloro-benzyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-carbamic acid ethyl ester | HCID 57476722 | 75.6% |
反応手順
A mixture of potassium (2-(benzyloxycarbonylamino)ethyl)trifluoroborate (1,130 g, 3.96 mmol), cesium carbonate (2.58 g, 7.93 mmol), 8-(3-chlorobenzyl)-7-(ethoxycarbonylamino)-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate (1.3 g, 2.64 mmol), Pd(OAc)2 (0.030 g, 0.132 mmol) and 2-dicyclohexyphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl (0.130 g, 0.264 mmol) under N2 in toluene/water 3:1 (15 ml) was heated to refluxed for 13 h. The reaction was filtered, the solvent evaporated and the residue purified by chromatography to afford 1.04 g of product as colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08563617B2 |
| 出典データセット | uspto-grants-2013_10 |
| ORD ID | ord-72c6710d14b4483a84638ddd25af9d27 |
| 出典メモ | uspto-grants-2013_10 |