HCID 86614034, compound → HCID 10076562, compound

Participants

Reaction Steps

To a solution of (1S,2R,4aS,5R,8R,8aR)-2-(acetyloxy)-8a-hydroxy-3,8-dimethyl-5-(1-methylethenyl)-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl (2S,3aR,9bR)-6-chloro-9b -hydroxy-5-methyl-1,2,3,3a,5,9b-hexahydropyrrolo[2,3-c][2,1]benzoxazine-2-carboxylate (Preparation 1,200 mg) in isopropanol (20 ml) was added platinum on carbon (10% w/w, 20 mg) and the resulting mixture was hydrogenated at room temperature with stirring under 1 atmosphere pressure of hydrogen for 18 hours. The mixture was filtered through celite and concentrated in vacuo to give a white solid. The solid was purified by preparative HPLC (1 inch diameter Ultrasphere C18 column, 2 injections; 70:30 acetonitrile:water) to give the product as a white solid (89 mg).

Provenance & Evidence