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Tyrosine Methyl Ester → 2-[1-Methyl-3-oxo-3-(3-pyridyl)-propenylamino]-3-(4-hydroxyphenyl)-propionic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tyrosine Methyl Ester | HCID 70652 | — |
| 反応物 | 1-(Pyridin-3-yl)butane-1,3-dione | HCID 300160 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 2-[1-Methyl-3-oxo-3-(3-pyridyl)-propenylamino]-3-(4-hydroxyphenyl)-propionic acid methyl ester | HCID 67133277 | 79% |
反応手順
To a solution of L-tyrosine methyl ester (4.00 g, 20.51 mmol) in methanol (150 ml) is added 1-nicotinoylacetone (3.68 g, 22.56 mmol), then the mixture is heated to reflux for 24 h. The solvent is evaporated under a vacuum. To the residue is added ethanol (50 ml), then the ethanol is distilled off under atmospheric pressure. The crude product is purified by silica gel chromatography using hexane/EtOAc (4:1) as eluent to give the title compound (5.51 g, 79%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07268157B2 |
| 出典データセット | uspto-grants-2007_09 |
| ORD ID | ord-bf7a318a47654e2ea5f2443c575677bc |
| 出典メモ | uspto-grants-2007_09 |