Hydrogen Peroxide → HCID 50905738, compound

Participants

Reaction Steps

A stirred solution of crude 6-((2-methyloxiran-2-yl)methyl)-6-phenyl-3-(2-(1-phenyl-1H-1,2,3-triazol-4-yl)propan-2-yl)-1,3-oxazinan-2-one (8.4 mg, 0.018 mmol) in dry THF (1 mL) was cooled in an ice bath and 1 M LiEt3BH in THF (0.1 mL, 0.1 mmol) was added. The mixture was stirred for 45 min in the ice bath. Water (1 mL) and 30% H2O2 (0.2 mL) were added. The mixture was stirred for 0.5 h and solid Na2S2O3 (˜200 mg) was added. The mixture was stirred for 0.5 h and applied to a 10-mL ChemElut cartridge. The cartridge was eluted with EtOAc (50 mL) and the eluate was concentrated to leave a residue which was purified by prep HPLC to afford the title compound (2.5 mg, 42% over 2 steps). LC-MS Method 1 tR=1.57 min, m/z=435.

Provenance & Evidence