Lawesson's reagent → HCID 58109130, compound

Participants

Reaction Steps

To a solution of N′-acetyl-2-((S)-3-((S)-1-(4-bromophenyl)ethyl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)acetohydrazide (50 mg, 0.105 mmol) in anhydrous THF (2 mL) was added Lawesson's Reagent (50 mg, 0.126 mmol) at rt. The mixture was heated to reflux for 3 h. The mixture was concentrated to give the crude product, which was purified by preparative TLC to give (S)-3-((S)-1-(4-bromophenyl)ethyl)-6-((5-methyl-1,3,4-thiadiazol-2-yl)methyl)-6-phenyl-1,3-oxazinan-2-one (10 mg, 20%). 1H NMR (400 MHz, CDCl3): δ=1.39 (d, 3H), 2.02 (m, 1H), 2.22 (m, 1H), 2.39 (m, 1H), 2.69 (s, 3H), 2.81 (m, 1H), 3.58 (m, 1H), 5.52 (q, 1H), 6.66 (m, 2H), 7.16 (m, 2H), 7.21 (m, 2H), 7.32 (m, 3H).

Provenance & Evidence