戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 20405作成日:2026年10月25日

Ethyl Acetate → {(S)-2-benzyloxy-1-[1-(2,2-dimethylpropoxy)-2-iodoethoxymethyl]-ethyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/20405

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物N-IodosuccinimideHCID 120273—
反応物(R)-(+)-3-Benzyloxy-2-(Boc-amino)-1-propanolHCID 11065873—
反応物1-(Ethenyloxy)-2,2-dimethylpropaneHCID 14897351—
溶媒AcetonitrileHCID 6342—
生成物{(S)-2-benzyloxy-1-[1-(2,2-dimethylpropoxy)-2-iodoethoxymethyl]-ethyl}-carbamic acid tert-butyl esterHCID 6856113184.2%

反応条件

温度60 °C

反応手順

Add N-iodosuccinimide (14.19 g, 74.63 mmol) to ((R)-2-benzyloxy-1-hydroxymethylethyl)-carbamic acid tert-butyl ester (15.00 g, 53.30 mmol) and 2,2-dimethyl-1-vinyloxypropane (9.13 g, 79.96 mmol) in acetonitrile (267 mL) at room temperature. Heat to 60° C. under nitrogen for 2 hours. Cool to room temperature and dilute with ethyl acetate. Wash with water and saturated aqueous sodium chloride. Dry (magnesium sulfate), filter, concentrate and purify (silica gel chromatography, eluting with 0:100 to 10:90 ethyl acetate:hexanes) to give the desired compound as an oil (23.4 g 84.2%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07745438B2
出典データセットuspto-grants-2010_06
ORD IDord-bffe4dffcbdc41dca34b21a93476b393
出典メモuspto-grants-2010_06