Hydrogen Peroxide → HCID 69070503, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-[(4R)-2-oxo-4-benzyl-(1,3-oxazolidin-3-yl)](3S)-3-[(4-chlorophenyl)methyl]-4-oxobutanoate (Step 3) (0.3 g, 0.656 mmol) in 10 mL of THF was added 0.1 mL of H2O2 (35%) and 33 mg of LiOH—H2O (0.787 mmol). The reaction was stirred at RT for 3 h and extracted with 30 mL of Et2O. The aqueous solution was acidified with 2N HCl to pH˜2 and extracted with 50 mL of EtOAc. These EtOAc extractions were combined, dried over Na2SO4 and concentrated in vacuo. (2S)-3-[(tert-Butyl)-oxycarbonyl]-2-[(4-chlorophenyl)methyl]-propanoic acid was obtained as light yellow oil (0.15 g) and was used in the next step without further purification. MS (ESI, pos. ion) m/z: 299.0 (M+1). Calc'd for C15H19ClO4: 298.10.

Provenance & Evidence