HCID 69225040, compound → HCID 66741460, compound

Participants

Reaction Steps

The product from Example 81A (69 mg) in EtOH (1.5 mL) was treated with 20% Pd(OH)2/C (35 mg), stirred under an atmosphere of H2 for 16 hours at room temperature, then at 60° C. for 3 hours, after which the reaction was cooled, diluted with 5:1 CH2Cl2:EtOH, stirred for 20 minutes, filtered, concentrated and purified by chromatography (eluting with 2, 3.5, 5 and 10% (9:1 MeOH:saturated aqueous NH4OH) in CH2Cl2) to provide the title compound. 1H NMR (CDCl3) δ 1.83 (d, J=11.19 Hz, 1H), 1.97-2.08 (m, 1H), 2.09-2.20 (m, 2H), 2.24-2.42 (m, 2H), 2.52 (dt, J=14.50, 5.47 Hz, 1H), 2.61-2.75 (m, 3H), 2.84-2.92 (m, 1H), 2.93-3.01 (m, 1H), 3.31-3.38 (m, 1H), 3.63 (d, J=10.17 Hz, 1H), 3.93 (dd, J=9.83, 5.43 Hz, 1H), 4.43 (dd, J=5.26, 3.56 Hz, 1H), 4.65 (s, 2H), 7.18-7.23 (m, 1H), 7.29-7.39 (m, 2H), 7.72-7.79 (m, 1H); MS (M+H)+ m/z 322.

Provenance & Evidence