Hydrogen Peroxide → HCID 67271210, compound

Participants

Reaction Steps

To a solution of tert-butyl 3-((1S,2S)-2-(3,5-difluorobenzyl)-3-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-hydroxy-3-oxopropyl)-8-(triisopropylsilyloxy)-3,4-dihydroisoquinoline-2(1H)-carboxylate (Step F (9), 2.0 g, 2.57 mmol) in THF (50 mL) was added a solution of LiOH (123 mg, 5.13 mmol) in H2O (8 mL), then 30% H2O2 (3.0 g, 25.7 mmol) was added at −5° C. This reaction mixture was stirred from −5° C. to 0° C. over 1 h and stirred at rt for 3 h. Solvent was removed and ethyl acetate (500 mL) was added. The mixture was washed with 1N HCl, and H2O, dried (Na2SO4), and concentrated in vacuo to give the crude product which was ready for next step without purification. MS (ESI) (M−H)− 618.22.

Provenance & Evidence