Scheme 6. Synthesis of cryptocaryol analogues for SAR.

Reagents and conditions: a) Ac2O, pyridine, DMAP, CH2Cl2, 0 °C, 98%; b) DDQ, CH2Cl2, H2O, 0 °C, 72%; c) AcOH/H2O (4:1), 80 °C, 65% or 69%; d) Pd/C (10% wt/wt, 10 mol %), H2 (1 atm), 66%.

Reagents and conditions: a) Ac2O, pyridine, DMAP, CH2Cl2, 0 °C, 98%; b) DDQ, CH2Cl2, H2O, 0 °C, 72%; c) AcOH/H2O (4:1), 80 °C, 65% or 69%; d) Pd/C (10% wt/wt, 10 mol %), H2 (1 atm), 66%.