(+)-[N-(Benzyloxycarbonyl)morphinan-3-yloxy]methyl pivalate → (+)-(Morphinan-3-yloxy)methyl pivalate

Participants

Reaction Steps

(+)-[N-(Benzyloxycarbonyl)morphinan-3-yloxy]methyl pivalate (13.2 g, 26.8 mmol) from Example 46 was subjected to hydrogenation (balloon) on 10% Pd/C (2.0 g) in EtOH (100 mL) at room temperature. After the reaction was completed, the reaction mixture was filtered through a Celite, and washed with EtOH (300 mL). The combined EtOH solution was evaporated under vacuum. The residue was further purified by reverse-phase prep HPLC to provide the title compound (4.31 g, 45%) as a light yellow gum.

Provenance & Evidence