methyl oxo((phenylmethyl){[(3R)-4-(phenylmethyl)-3-morpholinyl]methyl}amino)acetate → (9aR)-8-(phenylmethyl)hexahydropyrazino[2,1-c][1,4]oxazine-6,7-dione

Participants

Reaction Steps

To a solution of crude methyl oxo((phenylmethyl){[(3R)-4-(phenylmethyl)-3-morpholinyl]methyl}amino)acetate (assumed 4.3583 g, 11.40 mmol) in MeOH (114 mL) was added 10% Pd/C (50% water, 870 mg). The mixture was hydrogenated under balloon pressure for 16 h, and then filtered through a 0.2 μm membrane. The solution was concentrated in vacuo, and the residue was triturated with 20% EtOAc-hexanes. The resulting solid was collected by vacuum filtration and washed with hexanes to provide (9aR)-8-(phenylmethyl)hexahydropyrazino[2,1-c][1,4]oxazine-6,7-dione (2.5610 g, 86% for 2 steps) as a light yellow solid. LCMS: (M+H)+: 261.1.

Provenance & Evidence