2-[(2-methylpropan-2-yl)oxycarbonyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-3-carboxylic acid

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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 the title compound. The mixture was filtered the solids were rinsed with ethyl acetate The solids were dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The ethyl acetate solution of racemic N-t-butyloxycarbonyl-3-azabicyclo[3.3.0]octane-2-carboxylic acid from Example 2, Method 2, was added to a solution of (S)-1,2,3,4-tetrahydro-1-naphthylamine (56.7 g, 0.385 mol) in ethyl acetate (300 mL). The mixture was stirred for 3-4 hours at 22-25° C., then filtered, and the solids washed with ethyl acetate (200 mL). The product was dried at 20-30° C. under vacuum for 4 hours to give the title compound. filtered the solids washed with ethyl acetate (200 mL) The product was dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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). The mixture was filtered the solids were rinsed with ethyl acetate The solids were dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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). The mixture was filtered the solids were rinsed with ethyl acetate The solids were dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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). The mixture was filtered the solids were rinsed with ethyl acetate The solids were dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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 the title compound. The mixture was filtered the solids were rinsed with ethyl acetate The solids were dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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 the title compound. The mixture was filtered the solids were rinsed with ethyl acetate The solids were dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The ethyl acetate solution of racemic N-t-butyloxycarbonyl-3-azabicyclo[3.3.0]octane-2-carboxylic acid from Example 2, Method 2, was added to a solution of (S)-1,2,3,4-tetrahydro-1-naphthylamine (56.7 g, 0.385 mol) in ethyl acetate (300 mL). The mixture was stirred for 3-4 hours at 22-25° C., then filtered, and the solids washed with ethyl acetate (200 mL). The product was dried at 20-30° C. under vacuum for 4 hours to give the title compound. filtered the solids washed with ethyl acetate (200 mL) The product was dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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). The mixture was filtered the solids were rinsed with ethyl acetate The solids were dried at 20-30° C. under vacuum for 4 hours

Conditions: temp:23.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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). The mixture was filtered the solids were rinsed with ethyl acetate The solids were dried at 20-30° C. under vacuum for 4 hours