HCID 15229847, compound → HCID 15229845, compound

Participants

Reaction Steps

To a stirred suspension of 5% Pd/C (10 wt. %, 1.7 mg) in ethanol (25 ml ) was added the olefin from step A above. The system was evacuated and purged with hydrogen twice and the reaciton mixture stirred at r.t. under 1 atm. of hydrogen. After three hours another portion of Pd/C (20 wt.%, 3.4 mg) was added and the reaction stirred overnight at r.t. It was then filtered through celite, the pad rinsed with ethanol and evaporated under reduced pressure. The resulting oil was chromatographed over silica gel with eluting with 5% MeOH:CHCl3. The pure material was recrystallized from EtOH to give 100 mg of off white crystals. 60.1%. mp 183°-185 ° C. 1H NMR (CDC13)δ7.11-6.79 (m, 8H), 4.14 (s,2H), 2.93 (s, 5H), 2.91 (s, 2H), 2.76 (t, J=7 Hz, 2H), 2.66-2.54 (m, 1H), 2.00 (d, J=9 Hz, 2H), 1.90-1.72 (m, 6H), 1.46-1.20 (m, 2H) Anal. Calcd for C24H30N2O3S.0.15H2O: C, 67.14; H, 7.11; N, 6.53. Found: C, 67.17; H, 6.99; N, 6.45. ##STR10##

Provenance & Evidence