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HRID 388753作成日:2026年10月25日

Diisobutylaluminumhydride → (2e)-2-((3r,5s)-3-{[Tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)ethanol

https://huagongshe.com/reaction/388753

反応式

関与物質

役割名称HCID仕込み量
反応物DiisobutylaluminumhydrideHCID 21225700—
反応物methyl (2E)-((3R,5S)-3-{[tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)acetateHCID 131730231—
溶媒Toluene methylene chlorideHCID 21877217—
生成物(2e)-2-((3r,5s)-3-{[Tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)ethanolHCID 6894032495%

反応条件

温度-78 °C

反応手順

The compound of Example 18B (130 mg, 0.3 mmol) was dissolved in 1 mL of 1:1 dichloromethane/toluene and cooled to −78° C. Diisobutylaluminum hydride (1 M in hexanes, 0.7 mL, 2.5 equivalents) was added, and the mixture was stirred for 30 minutes. Reaction was quenched by the addition of methanol, followed by saturated aqueous NH4Cl; the mixture was warmed to ambient temperature and extracted with ethyl acetate. The organics were washed with brine and dried over Na2SO4. The solvents were removed in vacuo; the residue was purified by chromatography on an Analogix Intelliflash 280™, eluting with 15% ethyl acetate in hexanes, to give the titled compound (111 mg, 95%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08377913B2
出典データセットuspto-grants-2013_02
ORD IDord-97a066058c514960a49340a7efea8c0d
出典メモuspto-grants-2013_02