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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74983Erstellt: 23. Oktober 2026

Azide → (1R,2R,6S)-6-amino-2-[tert-butyl(dimethyl)silyl]oxy-2-methyl-cyclohexanol

https://huagongshe.com/de/reaction/74983

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAzideHCID 33558—
Edukt(1R,2R,3S)-3-azido-1-(tert-butyldimethylsilyloxy)-1-methylcyclo-hexan-2-olHCID 86667433—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(1R,2R,6S)-6-amino-2-[tert-butyl(dimethyl)silyl]oxy-2-methyl-cyclohexanolHCID 68007680—

Reaktionsschritte

A solution of azide, 50d, (0.25 g; 0.89 mmol) in 20 mL of ethyl acetate was hydrogenated with Degussa palladium (20 mole %) under 1 atmosphere of hydrogen overnight. The reaction mixture was filtered over celite and the celite was eluted with 2×10 mL of EtOAc. The filtrate was concentrated in vacuo to afford 230 mg of an oil that was used directly for the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829007B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-0d4cc5c0d6c04e548c25f4d3037b9914
Quellennotizuspto-grants-2014_09