Isopropenylacetylene → {(2S,4R)-1-{(1S)-4-Methyl-1-[4-(pentafluoroethyl)phenyl]pent-4-en-2-yn-1-yl}-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetic acid

Participants

Reaction Steps

The title compound was prepared from the aldehyde from Step 2, methyl{(2S,4R)-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate (Example 114, Step 1) and 2-methylbut-1-en-3-yne as described in Example 116. M/Z (ES+) 560 (MH+). 1H NMR (400 MHz, CDCl3): δ 1.33 (1H, dq, J 5.2, 13.4), 1.46 (1H, q, J 11.9), 1.75 (1H, d, J 10.6), 1.94 (1H, d, J 13.4), 1.98-2.05 (4H, m), 2.23-2.36 (2H, m), 2.43-2.54 (2H, m), 3.69 (1H, dd, J 2.6, 11.1), 4.60 (1H, s), 5.32 (1H, quintet, J 1.6), 5.4 (1H, s), 7.54 (2H, d, J 8.2), 7.62 (4H, br s), 7.67 (2H, d, J 8.2).

Provenance & Evidence