Triethylamine → 6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-isopropyl-1,3-oxazinan-2-one

Participants

Reaction Steps

To a solution of 1-((S)-1-(4-bromophenyl)ethylamino)-3-isopropylhex-5-en-3-ol (802 mg, 2.366 mmol) and triethylamine (139 mg, 2.366 mmol) in CH2Cl2 (20 mL) was added triphosgene (348 mg, 1.18 mmol) at 0° C. under N2, and the mixture was stirred at rt overnight. The reaction mixture was quenched with water, and extracted with CH2Cl2. The organic layer was washed with brine, dried over Na2SO4, filtered, concentrated, and purified by column chromatography to give 6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-isopropyl-1,3-oxazinan-2-one (480 mg, 56% yield),

Provenance & Evidence