1-Phenethylamine, (+)- → (R)-1-phenylethanaminium (1S,3aR,6aS)-2(t-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of racemic N-t-butyloxycarbonyl-3-azabicyclo[3.3.0]octane-2-carboxylic acid (4.66 g) in ethyl acetate (100 mL) was added (R)-α-methylbenzylamine (56.7 g) and the solution was stirred for 16 hr at 22-25° C. The mixture was filtered and the solids were rinsed with ethyl acetate. The solids were dried at 20-30° C. under vacuum for 4 hours to give 1.47 g of product (43%, 82% ee, 92:8 ratio of exo:endo diastereomers).

Provenance & Evidence