Formic Acid → methyl (1S,2R)-2-amino-1-ethylcyclopentanecarboxylate

Participants

Reaction Steps

According to the procedure of Example 53, Step 2, using crude methyl (1S,2R)-2-{benzyl[(1R)-1-phenylethyl]amino}-1-ethylcyclopentanecarboxylate (1.103 g), 4.4% formic acid in methanol (30 mL) and 10% Pd/C (2 g), methyl (1S,2R)-2-amino-1-ethylcyclopentanecarboxylate (441 mg, 2.12 mmol, 21%) was obtained as a colorless solid. 1H NMR (400 MHz, DMSO-D6) δ ppm 0.78 (t, J=7.45 Hz, 3H) 1.42 (ddd, J=21.10, 7.58, 7.45 Hz, 1H) 1.50-1.78 (m, 5H) 1.92 (ddd, J=21.03, 7.42 Hz, 1H) 2.01-2.12 (m, 1H) 2.16-2.26 (m, 1H) 3.31 (s, 1H) 3.68 (s, 3H) 8.15 (s, 2H).

Provenance & Evidence