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HRID 16323作成日:2026年10月26日

Tetrahydrofuran → tert-butyl [(1R,2S)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]carbamate

https://huagongshe.com/reaction/16323

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物TriphenylphosphineHCID 11776—
反応物Carbonic acid, bis(1,1-dimethylethyl) esterHCID 10219638—
反応物(1R,2S)-1-azido-1-(3,4,5-trifluorophenyl)propan-2-olHCID 86612610—
溶媒WaterHCID 962—
生成物tert-butyl [(1R,2S)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]carbamateHCID 6871798886.3%

反応手順

In nitrogen atmosphere, triphenylphosphine (5.85 g) was added to a THF solution (75 mL) of (1R,2S)-1-azido-1-(3,4,5-trifluorophenyl)propan-2-ol (5.16 g). This reaction solution was stirred at room temperature for 10 min, then water (5 mL) was added the reaction solution. This mixture was stirred at 60° C. for 3.5 hr. The reaction solution was cooled to room temperature, and then di-tert-butylcarbonate (5.35 g) was added to the reaction solution. The resulting reaction solution was stirred at room temperature for 45 min and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (toluene:ethyl acetate=9:1) to give 5.88 g of the title compound. The physical property values of this compound were as follows:

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07737141B2
出典データセットuspto-grants-2010_06
ORD IDord-9b929db65e1f4d39ba38def4d69f12d7
出典メモuspto-grants-2010_06