N-methyl-2-pyrrolidone → (S)-3-((S)-1-(4-bromophenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one

Participants

Reaction Conditions

Reaction Steps

A flask is charged with phenyl (S)-1-(4-bromophenyl)ethyl((S)-3,5-dihydroxy-5-methyl-3-phenylhexyl)carbamate (25.0 g, 47.5 mmol) and NMP (125 mL). The resultant solution is treated with 50 wt. % aqueous KOH (12.5 mL), stirred at 25° C. for 1 hour, and treated with water (250 mL). The resultant slurry is stirred at 25° C. for 1 hour, and the solids collected by filtration. The solids are then washed with water and heptane, and dried under vacuum at 50° C. for 18 hours to provide 6 as a white solid. Yield: 19.7 g, 95.1%; 99.1%. purity by weight.

Provenance & Evidence