反应详情

According to the procedure of Example 53, Step 1, using (R)-N-benzyl-N-α-methylbenzylamine (4.2 mL, 4.24 g, 20 mmol), n-butyllithium (2.4 M, 7.4 mL), methyl 1-cyclopentene-1-carboxylate (1.3 mL, 1.29 g, 10.2 mmol), and iodomethane (1.3 mL). methyl (1S,2R)-2-{benzyl[(l R)-1-phenylethyl]amino}-1-methylcyclopentanecarboxylate (2.804 g, 7.97 mmol, 78%) was obtained as a brown oil after column chromatography on silica gel eluting with 5% ethyl acetate/hexanes. 1H NMR (400 MHz, CHLOROFORM-D) δ ppm 0.63 (s, 3H) 1.18-1.29 (m, 5H) 1.52-1.64 (m, 1H) 1.74-1.83 (m, J=12.44, 7.67, 7.67, 2.53 Hz, 1H) 1.85-1.92 (m, 1H) 2.03-2.12 (m, 3H) 2.88 (dd, J=10.86, 7.33 Hz, 1H) 3.50-3.54 (m, 3H) 3.57-3.64 (m, 1H) 3.72-3.77 (m, 1H) 3.83 (q, J=6.82 Hz, 1H) 7.17-7.21 (m, 1H) 7.24-7.35 (m, 6H) 7.50 (d, J=7.33 Hz, 2H).