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3-Pyridineacetic acid → N-(3-pyridylacetyl)-(L)-valine-tert-butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Pyridineacetic acid | HCID 108 | — |
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Diethyl cyanophosphonate | HCID 76257 | — |
| 反応物 | tert-Butyl L-valinate | HCID 114626 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | N-(3-pyridylacetyl)-(L)-valine-tert-butyl ester | HCID 18659858 | — |
反応手順
4.2 ml of triethylamine are added dropwise at 0° to a solution of 3.36 g (16 mmol) of (L)-valine-tert-butyl ester.HCl, 2 g (14.5 mmol) of 3-pyridylacetic acid and 2.17 ml (14.3 mmol) of cyanophosphonic acid diethyl ester in 20 ml of DMF. The reaction mixture is stirred for 48 h at RT, and then diluted with methylene chloride and washed with 10% citric acid as well as saturated sodium hydrogen carbonate solution. The organic phase is filtered through cotton wadding and, after removal of the solvent by evaporation, yields N-(3-pyridylacetyl)-(L)-valine-tert-butyl ester, which is directly further used in a).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05753652 |
| 出典データセット | uspto-grants-1998_05 |
| ORD ID | ord-84fe4bba081d417da4fd906a950e4952 |
| 出典メモ | uspto-grants-1998_05 |