Methanesulfonic Acid → HCID 58109145, compound

Participants

Reaction Steps

A suspension of P2O5 (73 mg, 0.52 mmol) and methanesulfonic acid (500 mg, 5.25 mmol) was stirred for 1 hour at room temperature. Then N′-acetyl-2-((S)-3-((S)-1-(4-bromo phenyl)ethyl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)acetohydrazide (50 mg, 0.105 mmol) was added. After heating at 70-80° C. for 4 h, the mixture was neutralized with aqueous sodium carbonate. The resulting mixture was extracted with EtOAc, and the combined organic layer was concentrated to give the crude product, which was purified by preparative HPLC to afford (S)-3-((S)-1-(4-bromophenyl)ethyl)-6-((5-methyl-1,3,4-oxadiazol-2-yl)methyl)-6-phenyl-1,3-oxazinan-2-one (2.5 mg, 5%). 1H NMR (400 MHz, CDCl3): δ=1.51 (d, 3H), 2.32-2.41 (m, 2H), 2.48 (s, 3H), 2.73 (m, 2H), 3.16 (m, 2H), 5.49 (m, 1H), 6.78 (d, 2H), 7.24 (m, 2H), 7.32 (m, 2H), 7.41 (m, 3H).

Provenance & Evidence