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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 862125Erstellt: 25. Oktober 2026

Sodium Sulfate → (2R*,3R*,4R*,6S*)-3-(2,5-Dimethoxybenzyl)amino-2-diphenylmethyl-6-hydroxymethyl-1-azabicyclo[2.2.2]octane

https://huagongshe.com/reaction/862125

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium SulfateHCID 24436—
EduktAluminium lithium hydrideHCID 21226445—
Edukt(2R*,4S*,5S*,6S*)-N,N-dimethyl-5-(2,5-dimethoxybenzyl)amino-6-diphenylmethyl-1-azabicyclo[2.2.2]octane-2-carboxamideHCID 70114647—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2R*,3R*,4R*,6S*)-3-(2,5-Dimethoxybenzyl)amino-2-diphenylmethyl-6-hydroxymethyl-1-azabicyclo[2.2.2]octaneHCID 54206645—

Reaktionsschritte

Into a suspension of lithium aluminum hydride (LiAlH4) (92 mg, 2.4 mmole) in dry THF (10 ml) at 0° C. was added a solution of compound 35 (417 mg, 0.8 mmole) in dry THF (10 ml) and heated at reflux for 1 hour. Na2SO4 /10H2O was added to the reaction mixture and stirred for 30 minutes. After cooling, the solids were removed by filtration and washed with THF. The filtrate was evaporated, added excess 10% HCl/MeOH and concentrated down. The resulting oil was purified by recrystallization from MeOH-Ether. The white crystal was collected by filtration and dried in vacuo to give compound 41 2HCl salt (240 mg, 0.44 mmole, 55%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05716965
Quelldatensatzuspto-grants-1998_02
ORD IDord-8ed5bc7461fe43b39f68ead5764f521a
Quellennotizuspto-grants-1998_02