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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31553Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/31553

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktAmmonium ChlorideHCID 25517—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
Edukt(R)-Methyl 2,3-dihydroxypropanoateHCID 9920382—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propionic acid methyl esterHCID 4503705459,1%

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425642B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-8b75715629c248668cea444024befa68
Quellennotizuspto-grants-2008_09