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HRID 451672作成日:2026年10月24日

Sodium hydride → (R)-tert-butyl 3-((R)-(2-(tert-butyldimethylsilyloxy)ethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate

https://huagongshe.com/ja/reaction/451672

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(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 3608067—
反応物1-Piperidinecarboxylic acid, 3-[(R)-(3-chlorophenyl)hydroxymethyl]-, 1,1-dimethylethyl ester, (3R)-HCID 44555022—
溶媒TetrahydrofuranHCID 8028—
生成物(R)-tert-butyl 3-((R)-(2-(tert-butyldimethylsilyloxy)ethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylateHCID 59201708—

反応条件

温度80 °C

反応手順

To a mixture of (R)-tert-butyl 3-((R)-(3-chlorophenyl)(hydroxy)methyl)piperidine-1-carboxylate (0.1964 g, 0.60 mmol, 1.0 equiv) and 60% NaH in oil (0.753 g, 18.8 mmol, 31 equiv) in THF (15 mL) was added (2-bromoethoxy)-tert-butyldimethylsilane (2.042 g, 8.5 mmol, 14 equiv). The resulting mixture was heated at 80° C. for 19 h and then quenched with water, extracted with EtOAc and dried over Na2SO4. After the solvent was removed, the crude product was used in the next step without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08487108B2
出典データセットuspto-grants-2013_07
ORD IDord-ba8143588d5240ffa1729f6e19ad5135
出典メモuspto-grants-2013_07