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HRID 660823作成日:2026年10月27日

Sodium hydride → [(2-Benzyloxy-4-chlorophenyl)-tert-butoxycarbonylamino]-acetic Acid Methyl Ester

https://huagongshe.com/reaction/660823

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物Methyl bromoacetateHCID 60984—
反応物2-benzyloxy-4-chloro-N-tert-butoxycarbonylanilineHCID 22010963—
溶媒DimethylformamideHCID 6228—
生成物[(2-Benzyloxy-4-chlorophenyl)-tert-butoxycarbonylamino]-acetic Acid Methyl EsterHCID 68838982—

反応条件

温度0 °C

反応手順

To a solution of (2-benzyloxy-4-chlorophenyl)-carbamic acid tert-butyl ester (14.75 g, 44.2 mmol) in DMF (150 mL) at 0° C. is added NaH (1.94 g, 60% in mineral oil, 48.6 mmol) and the mixture is stirred at 0° C. for 10 min. To this is added methyl bromoacetate (5.04 mL, 53 mmol) and the mixture is stirred at RT for 8 h. The mixture is poured into ice/water (150 mL) and is extracted with EtOAc (700 mL). The organic phase is washed with 1N HCl (3×150 mL) and brine (150 mL) then is dried over sodium sulfate. The solvent is removed under reduced pressure and the residue purified by flash chromatography using a gradient of 5-10% EtOAc/hexane as eluent to give the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08084448B2
出典データセットuspto-grants-2011_12
ORD IDord-341a173e958040c1b86804bbf24b6716
出典メモuspto-grants-2011_12