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HRID 5688Erstellt: 23. Oktober 2026

Isopropyl iodide → (+/-)-cis-1-Methylethyl 6-(cyanomethyl)-2,2-dimethyl-1,3-dioxane4-acetate

https://huagongshe.com/de/reaction/5688

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsopropyl iodideHCID 6362—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt[(4R,6R)-6-(Cyanomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetic acidHCID 10976794—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelAcetonitrileHCID 6342—
Produkt(+/-)-cis-1-Methylethyl 6-(cyanomethyl)-2,2-dimethyl-1,3-dioxane4-acetateHCID 10999646—

Reaktionsschritte

To a solution of (±)-cis-6-(cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetic acid, 0.6 g (3 mmol), in acetonitrile, 2 mL, is added 1,8-diazabicyclo[5.4.0]-undec-7-ene (DBU), 0.45 mL (3 mmol), and 2-iodopropane, 0.33 mL (3.3 mmol). The solution is stirred overnight at room temperature, diluted with diethyl ether, washed with brine, and dried (magnesium sulfate). Flash chromatography provides 0.55 g of (±)-cis-1-methylethyl 6-(cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05245047
Quelldatensatzuspto-grants-1993_09
ORD IDord-3e866dd73b724ce1babaa729046e5dfa
Quellennotizuspto-grants-1993_09