1-{4-[3-Cyclopentyl-4-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-3-hydroxy-butyl]-2-fluoro-phenyl}-cyclobutanecarbonitrile → 1-{4-[2-(2-Cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-2-fluoro-phenyl}-cyclobutanecarbonitrile

Participants

Reaction Steps

The desired product was prepared analogously to Example A(86) step 5 substituting 1-{4-[3-Cyclopentyl-4-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-3-hydroxy-butyl]-2-fluoro-phenyl}-cyclobutanecarbonitrile (1.00 g, 2.2 mmol) from step 3 below in place of 1-{4-[3-Cyclopentyl-4-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-3-hydroxy-butyl]-2-fluoro-phenyl}-cyclopropanecarbonitrile. Yield: 0.477 g, 57%. 1H NMR (CDCl3) δ: 1.79-2.05 (br, 8H), 2.14-2.19 (m, 2H), 2.21-2.29 (m, 1H), 2.49 (p, J=9.35 Hz, 1H), 2.65-2.76 (m 1H), 2.83-2.95 (m, 4H), 3.00 (d, J=5.05 Hz, 2H), 3.02-3.10 (m, 2H), 3.66 (d, J=3.28 Hz, 2H), 7.12 (dd, J1=11.24 Hz, J2=1.64 Hz, 1H), 7.17 (dd, J1=7.96 Hz, J2=1.64 Hz, 1H), 7.38 (t, J=7.96 Hz, 1H).

Provenance & Evidence