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HRID 31553作成日:2026年10月26日

Triethylamine → (R)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propionic acid methyl ester

https://huagongshe.com/reaction/31553

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物Ammonium ChlorideHCID 25517—
反応物tert-Butyldimethylsilyl chlorideHCID 28928—
反応物(R)-Methyl 2,3-dihydroxypropanoateHCID 9920382—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒DichloromethaneHCID 6344—
生成物(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propionic acid methyl esterHCID 4503705459.1%

反応手順

The compound of Example 68-1 (308 mg, 2.57 mmol) was dissolved in methylene chloride (10 ml), and thereto were added triethylamine (704 mg, 6.95 mmol), 4-dimethylaminopyridine (33 mg, 0.27 mmol), and t-butyldimethylsilyl chloride (524 mg, 3.48 mmol). The mixture was stirred at room temperature for 2 hours, and thereto was added a saturated aqueous ammonium chloride solution. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography to give the title compound (356 mg, 57%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07425642B2
出典データセットuspto-grants-2008_09
ORD IDord-8b75715629c248668cea444024befa68
出典メモuspto-grants-2008_09