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HRID 525037作成日:2026年10月25日

Ethanamine, 2,2,2-trifluoro- → (S)-tert-Butyl 1-oxo-1-(2-(2,2,2-trifluoroethylcarbamoyl)-1H-pyrrol-1-ylamino)propan-2-ylcarbamate

https://huagongshe.com/reaction/525037

反応式

関与物質

役割名称HCID仕込み量
反応物Ethanamine, 2,2,2-trifluoro-HCID 9773—
反応物Disodium 2,3-dihydroxybutanedioateHCID 13355—
反応物TrimethylaluminumHCID 16682925—
反応物(S)-methyl 1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylateHCID 86722033—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物(S)-tert-Butyl 1-oxo-1-(2-(2,2,2-trifluoroethylcarbamoyl)-1H-pyrrol-1-ylamino)propan-2-ylcarbamateHCID 86722056—

反応条件

温度80 °C

反応手順

2,2,2-Trifluoroethanamine (680 microl, 8.66 mmols) was added to a solution of (S)-methyl 1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylate (900 mg, 2.89 mmols) in toluene (36 ml). A 2M solution of trimethyl aluminium in toluene (7 ml, 14.00 mmols) was added and it was stirred at 80° C. overnight. Water (50 ml) and a 0.5M solution of sodium tartrate (25 ml) were added. It was extracted with ethylacetate. The combined organic layers were washed with water and brine. It was dried, filtered and concentrated in vacuum. The title compound was obtained (1.021 g, 93%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09340547B2
出典データセットuspto-grants-2016_05
ORD IDord-d4d0282b25874c5bb4f22d150445dae7
出典メモuspto-grants-2016_05