Lithium Hydroxide → HCID 71499468, compound

Participants

Reaction Steps

Prepared according to representative procedure on a scale of 0.037 mmol of 20 (13.2 mg) and 0.421 mmol of lithium hydroxide (10.1 mg). The crude material was filtered through silica gel using 10:1 dichloromethane:methanol as the eluent to give 53 as a white solid in a 98% yield (12.4 mg). 1H NMR (500 MHz, CDCl3) δ ppm 5.68 (s, 1H), 5.07 (t, J=7.0 Hz, 1H), 4.99 (t, J=6.3 Hz, 1H), 3.78 (dd, J=5.3, 11.8 Hz, 1H), 3.19 (s, 1H), 2.44 (ddd, J=7.3, 14.7, 39.0 Hz, 2H), 2.29-2.16 (m, 1H), 2.05-1.92 (m, 2H), 1.81 (t, J=12.5 Hz, 1H), 1.67 (s, 3H), 1.64 (s, 3H), 1.63 (s, 3H), 1.62 (s, 3H), 1.40-1.29 (m, 2H), 0.95 (s, 3H). HRMS-ESI (m/z): [M+Na]+ calculated for C21H30O4, 369.2036. found 369.2034.

Provenance & Evidence