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HRID 388745作成日:2026年10月26日

Imidazole → Tert-butyl(dimethyl)({(1s,2r,4s,6s)-1-methyl-4-[(triethylsilyl)oxy]-7-oxabicyclo[4.1.0]hept-2-yl}oxy)silane

https://huagongshe.com/reaction/388745

反応式

関与物質

役割名称HCID仕込み量
反応物ImidazoleHCID 795—
反応物WaterHCID 962—
反応物ChlorotriethylsilaneHCID 13819—
反応物(1s,3s,5r,6s)-5-{[Tert-butyl(dimethyl)silyl]oxy}-6-methyl-7-oxabicyclo[4.1.0]heptan-3-olHCID 87628830—
溶媒DimethylformamideHCID 6228—
生成物Tert-butyl(dimethyl)({(1s,2r,4s,6s)-1-methyl-4-[(triethylsilyl)oxy]-7-oxabicyclo[4.1.0]hept-2-yl}oxy)silaneHCID 8753826299%

反応手順

The compound of Example 16D (4.71 g, 18.2 mmol) and imidazole (1.76 g, 25.6 mmol, 1.4 equivalents) were dissolved in 36 mL of dimethylformamide. Then chlorotriethylsilane (3.34 g, 21.9 mmol) was added, and the reaction was stirred at ambient temperature for 2 hours. 125 mL of Water was added to the reaction mixture. Two layers of liquors were obtained and about 6 g of upper layer was separated. Then the lower aqueous layer was extracted three times with 100 mL each of tert-butyl methyl ether. The combined organic layers were washed with 125 mL of 10% aqueous NaCl, dried over MgSO4, filtered and concentrated in vacuo to afford the titled compound (6.71 g, 99%).

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-f92a8ae7e6494eedb1f8edc7e8fae54c
出典メモuspto-grants-2013_02