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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83575Erstellt: 23. Oktober 2026

N-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide → 5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-one

https://huagongshe.com/de/reaction/83575

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamideHCID 123927604—
KatalysatorAcetic acid, rhodium(2+) saltHCID 21674—
Lösungsmittel(Trifluoromethyl)benzeneHCID 7368—
Produkt5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-oneHCID 8946586435,4%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

Under argon atmosphere, to a solution of N-[2-(tert-butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide (43 mg) in benzotrifluoride (0.4 ml) was added rhodium (II) acetate dimer dihydrate (2.4 mg) at room temperature, and the mixture was stirred at 50° C. for 24 hours. This reaction mixture was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/1) to give the titled compound (14.2 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846746B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-b73ca5ad23e647a18625f7baa899dd65
Quellennotizuspto-grants-2014_09