Potassium Carbonate → HCID 22905639, compound

Participants

Reaction Steps

Deacetylation of 29a was achieved by reaction with potassium carbonate in methanol according to the procedure of Burkalova, et al., Biofizika 1980, 24, 989. Purification of crude material by flash column chromatography on silica gel using a solvent system of ethyl acetate/Skellysolve B (6:4, Rf =0.18) afforded 29b as a white solid, nap 171°-173° C. Spectral data: IR (Nujol) 3500, 1635, 1400, 1210 cm-1 ; 1H NMR (CD3SOCD3): δ 1.05 (d, 3H), 1.90 (br s, 3H), 2.10 (2 partially resolved s, 3H each), 2.15 (br s, 3H), 3.10 (br m, 1H), 3.75 (br m, 1H), 3.85 (br m, 1H), 7.85 (br s, 1H); 13C NMR (CD3 SOCD3): δ 12.34, 12.64, 17.42, 18.10, 23.50, 35.44, 58.25, 117.49, 121.94, 124.93, 133.47, 135.81, 150.41, 168.58; CI-MS: m/z 234 (MH+, base), 172, 154, 136; CI-HRMS: Calcd. for C14H20 NO2 (M+H+) 234.1494, fnd. 234.1494. Anal: calcd. for C14 H19NO2C, 72.07, H, 8.21, N, 6.00, fnd. C, 71.85, H, 8.24, N, 5.92.

Provenance & Evidence