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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81111Erstellt: 25. Oktober 2026

Sodium Thiosulfate → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate

https://huagongshe.com/reaction/81111

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ThiosulfateHCID 24477—
Eduktm-Chloroperbenzoic acidHCID 70297—
Edukttert-Butyl 3,6-dihydropyridine-1(2H)-carboxylateHCID 13094787—
LösungsmittelDichloromethaneHCID 6344—
Produkttert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylateHCID 21991116—

Reaktionsschritte

To a solution of tert-butyl 3,6-dihydropyridine-1(2H)-carboxylate (617 g, 3.37 mol) in anhydrous DCM (10 L) was added m-CPBA (989 g, 5.73 mol) in portions at 0° C. The mixture was stirred at room temperature for 1 hour. Saturated Na2S2O3 (1 L) was added and the organic layer was separated. The organic layer was washed with 5% aqueous K2CO3 (5 L×2), brine (4 L), dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (petroleum ether:ethyl acetate=100:1-20:1) to obtain pure tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846657B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d60bbda73a9a46f9b0e36b8c9cd27ab5
Quellennotizuspto-grants-2014_09