(1R*,2R*,3S*,5S*,6R*)-2-Benzylamino-8-benzyl-3-fluoro-1-phenyl-6-(hydroxymethyl)-8-azabicyclo[3.2.1]octane → (1R*,2R*,3S*,5S*,6R*)-2-Amino-3-fluoro-1-phenyl-6-(hydroxymethyl)-8-azabicyclo[3.2.1]octane

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Reaction Steps

(1R*,2R*,3S*,5S*,6R*)-2-Benzylamino-8-benzyl-3-fluoro-1-phenyl-6-(hydroxymethyl)-8-azabicyclo[3.2.1]octane (Description 38; 486 mg, 1.13 mmol) was dissolved in ethanol (20 mL) and 1,4-cyclohexadiene (2 mL). 10% Palladium on activated charcoal (500 mg) was added and the suspension was heated at reflux for 24 hours. After cooling and filtration, the filtrate was concentrated in vacuo to give the title compound as a gum (257 mg, 1.0 mmol).

Provenance & Evidence