Ethyl Acetate → HCID 22844978, compound

Participants

Reaction Steps

Using the procedure of Example 8 but replacing benzylmagnesium chloride with n-propylmagnesium chloride and replacing the resultant compound of Example 7 with the resultant compound of Example 27 provided, after silica gel chromatography using 15% ethyl acetate in hexane, the desired compound (Rf 0.35, 4:1 hexane:ethyl acetate) in 6% yield. 1H NMR (CDCl3) δ 0.8-1.0 (m, 2 H), 0.90 (t, J=7 Hz, 3 H), 1.1-1.8 (br envelope, 15 H), 1.43 (s, 9 H), 2.97 (q, J=8 Hz, 1 H), 4.12 (q, J=7 Hz, 2 H), 4.33 (m, H), 5.43 (br d, 1 H), 5.56 (dd, J=16, 9 Hz, 1 H). 13C NMR (CDCl3, ppm) 13.77, 14.22, 20.24, 26.25, 26.30, 26.53, 28.38 (3 C), 33.16, 34.19, 34.65, 43.31, 48.72, 49.46, 49.50, 60.43, 127.89, 133.83, 174.33 . Mass spectrum: (M+H)+ =382.

Provenance & Evidence