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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1468824Erstellt: 25. Oktober 2026

Sodium hydride → tert-butyl-4-[(1R,2R)-2-({[4-(methylsulfonyl)benzyl]oxy}methyl)cyclopropyl]piperidine-1-carboxylate

https://huagongshe.com/reaction/1468824

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt(4-Methanesulfonylphenyl)methanolHCID 3801026—
Edukttert-butyl-4-[(1R,2R)-2-(iodomethyl)cyclopropyl]piperidine-1-carboxylateHCID 86717780—
LösungsmittelDimethylformamideHCID 6228—
Produkttert-butyl-4-[(1R,2R)-2-({[4-(methylsulfonyl)benzyl]oxy}methyl)cyclopropyl]piperidine-1-carboxylateHCID 86717779—

Reaktionsschritte

4-(Methylsulfonyl)benzyl alcohol (1.0 g, 5.4 mmol) was dissolved in DMF (12 mL), and sodium hydride (60 wt % dispersion in oil, 320 mg, 8 mmol) was added. The iodide from step A (2.35 g, 6.4 mmol) in DMF (12 mL) was added and the resulting solution was stirred at RT for 15 h. The solution was quenched with sat. NH4Cl, and EtOAc. The organic layer was washed with water and brine. The organic layer was dried over Na2SO4, filtered, and concentrated. The residue was purified via silica gel column chromatography (2/1 hexanes/EtOAc) which provided the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09006228B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-8939a06517de45dd9a4270bc99e806fb
Quellennotizuspto-grants-2015_04