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HRID 60720作成日:2026年10月25日

Tris(trimethylsilyl)silane → [(3aS,5S,6aS)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methoxy-tert-butyl-diphenyl-silane

https://huagongshe.com/reaction/60720

反応式

関与物質

役割名称HCID仕込み量
反応物Tris(trimethylsilyl)silaneHCID 123134—
反応物[(3aS,5R,6aS)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy-phenoxy-methanethioneHCID 131737103—
触媒AzobisisobutyronitrileHCID 6547—
溶媒TolueneHCID 1140—
生成物[(3aS,5S,6aS)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methoxy-tert-butyl-diphenyl-silaneHCID 7270769388.9%

反応条件

温度130 °C

反応手順

To a solution of [(3aS,5R,6aS)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy-phenoxy-methanethione (compound 25c, 17 g, 30 mmol) in toluene (150 mL) was added tri(trimethylsilyl)silane(16.4 g, 66 mmol) and azodiisobutyronitrile (98 mg, 0.6 mmol), the mixture was heated at 130° C. under nitrogen for 3 hours. After the reaction was completed, the reaction was concentrated in vacuo and the residue was purified by column chromatography on silica gel (eluting with 1:10 EtOAc in petroleum ether) to afford 11 g of [(3aS,5S,6aS)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methoxy-tert-butyl-diphenyl-silane (compound 25d).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09441008B2
出典データセットuspto-grants-2016_09
ORD IDord-dc5c38134d9d4bc38045b9f9864eade3
出典メモuspto-grants-2016_09