Dichloromethane methanol → HCID 86598979, compound

Participants

Reaction Conditions

Reaction Steps

Sodium periodate (1.7 g, 8.0 mmol) is added to a suspension of the product from Step 3 (3.0 g, 7.6 mmol) in 125 mL of 2:1 methanol:H2O. The mixture is stirred for 20 h at 4° C. in a cold room and then filtered to remove solids. The solids are washed with CHCl3 and the combined filtrate concentrated to give an aqueous solution that is diluted with H2O. This aqueous solution is extracted with five portions of CHCl3 and the combined organic extracts are dried (Na2SO4), filtered and concentrated to provide the crude product. Column chromatography (0-5% MeOH-DCM) provides the title compound as a foam. Step 5. Preparation of [[(5S)-3-[4-[2,3-dihydro-6-(trifluoroacetyl)-4H-1,4-thiazin-4-yl]phenyl]-2-oxo-5-oxazolidinyl]methyl]carbamic acid, 1,1-dimethylethyl ester.

Provenance & Evidence