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HRID 8772作成日:2026年10月23日

Triacetoxyperiodinane → tert-Butyl 4-(4-phenyl-1,3-dioxobut-1-yl)-4-(2-(tert-butyldimethylsilyloxy)eth-1-yl)piperidine-1-carboxylate

https://huagongshe.com/ja/reaction/8772

反応式

関与物質

役割名称HCID仕込み量
反応物TriacetoxyperiodinaneHCID 159087—
反応物tert-Butyl 4-(4-phenyl-3-hydroxy-1-oxobut-1-yl)-4-(2-(tert-butyldimethylsilyloxy)eth-1-yl)piperidine-1-carboxylateHCID 21983965—
溶媒Diethyl EtherHCID 3283—
溶媒DichloromethaneHCID 6344—
生成物tert-Butyl 4-(4-phenyl-1,3-dioxobut-1-yl)-4-(2-(tert-butyldimethylsilyloxy)eth-1-yl)piperidine-1-carboxylateHCID 2198397869.5%

反応手順

To a solution of tert-butyl 4-(4-phenyl-3-hydroxy-1-oxobut-1-yl)-4-(2-(tert-butyldimethylsilyloxy)eth-1-yl)piperidine-1-carboxylate (494 mg, 0.98 mmol) from Step F in methylene chloride (10 mL) at room temperature was added Dess-Martin reagent (621 mg, 1.5 mmol). After 3 h, the reaction was diluted with ether and quenched with 1N sodium hydroxide. After stirring for 30 min, the mixture was diluted with water and extracted twice with ether. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (10% ethyl acetate in hexanes) to afford the title product (343 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07091211B2
出典データセットuspto-grants-2006_08
ORD IDord-0ad6df59fec94b07b829b6f097e8956d
出典メモuspto-grants-2006_08