8-(8-Oxa-bicyclo[3.2.1]oct-6-en-3-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione → 8-(8-Oxa-bicyclo[3.2.1]oct-3-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione

Participants

Reaction Steps

To a solution of 8-(8-Oxa-bicyclo[3.2.1]oct-6-en-3-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione (Example 50) (0.029 mmol, 0.010 g) in MeOH (5 ml) was added 10% Pd/C (50% H2O) and the resulting suspension stirred briskly under H2 (1 atm) for 2 h. The mixture was filtered through Celite and the cake rinsed with MeOH. Filtration and evaporation followed by purification by PLC, eluting with 1:1 EtOAc/CH2Cl2, provided the title compound (0.010 g, 100%). 1H NMR (100 MHz, CDCl3): 0.93-0.99 (m, 6H), 1.68-1.89 (m, 8H), 2.04-2.07 (m, 2H), 2.16-2.25 (m, 2H), 3.34-3.42 (m, 1H), 4.05-4.12 (m, 4H), 4.50 (br s, 2H), 8.9 (br s, 1H).

Provenance & Evidence