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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1436729Erstellt: 24. Oktober 2026

Potassium Fluoride → (2S,3S)-2-dibenzylamino-4-nitro-1-phenyloct-7-en-3-ol

https://huagongshe.com/de/reaction/1436729

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium FluorideHCID 522689—
Edukt5-Nitropent-1-eneHCID 534297—
Edukt(alphaS)-alpha-[Bis(phenylmethyl)amino]benzenepropanalHCID 9883943—
Edukt4-[[1-(Anthracen-9-ylmethyl)-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-prop-2-enoxymethyl]quinoline;bromideHCID 22324578—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2S,3S)-2-dibenzylamino-4-nitro-1-phenyloct-7-en-3-olHCID 69018478—

Reaktionsbedingungen

Temperatur-10 °C

Reaktionsschritte

Cool to −10° C. a well stirred mixture of O-allyl-N-(9-anthracenylmethyl)-cinchonidinium bromide (0.480 g, 0.8 mmol), potassium fluoride (3 gr, 51 mmol), THF (150 mL) and 5-nitropent-1-ene (2.34 g, 20 mmol) and treat with a solution of (S)-2-dibenzylamino-3-phenylpropionaldehyde (2.640 gr, 8 mmol). Allow mixture to warn to room temperature and stir for two days. Concentrate under reduced pressure. Purify on silica gel with hexane/ethyl ether mixtures to give a mixture of two products (2.7 g, 75%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07618978B2
Quelldatensatzuspto-grants-2009_11
ORD IDord-a6fd4c4b937841c494c7c56abd2d9158
Quellennotizuspto-grants-2009_11