Sodium borohydride → HCID 86586740, compound

Participants

Reaction Steps

(1R*,2R*,5S*,6R*)-8-Benzyl-2-{(1S*)-1-[3,5-bis(trifluoromethyl)phenyl]-(methoxycarbonyl)methoxy}-6-(tert-butoxycarbonyl)-1-phenyl-8-azabicyclo[3.2.1]octane and (1R*,2R*,5S*,6R*)-8-benzyl-2-{(1R*)-1-[3,5-bis(trifluoromethyl)phenyl]-(methoxycarbonyl)methoxy}-6-(tert-butoxycarbonyl)-1-phenyl-8-azabicyclo[3.2.1]octane (Example 125; 0.99 g, 1.5 mmol) in methanol (15 ml) at 0° C. was treated with sodium borohydride (55 mg, 1.4 mmol) and stirred at room temperature. The reaction was quenched with acetone and concentrated in vacuo. The residue was partitioned between ethyl acetate and water, the organics were separated, dried (MgSO4), filtered and concentrated in vacuo to afford the title compounds as a clear foam (869 mg, 92%).

Provenance & Evidence