Toluene → 1-tert-Butyl 2-methyl (2S,4R)-4-[(1-allyl-6-oxo-1,6-dihydropyridin-2-yl)oxy]pyrrolidine-1,2-dicarboxylate

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Reaction Conditions

Reaction Steps

An oven-dried 100 mL Kjeldahl Flask under nitrogen was charged with the product of Step 5 (2.82 g, 7.45 mmol) and toluene (15 ml). Degassed 5 minutes with nitrogen. Added tetrakis(triphenylphosphine)palladium(0) (0.431 g, 0.373 mmol). Heated in a 60° C. oil bath for 1 hour. HPLC/MS shows product. HPLC/MS looks good after 2 hours. Cooled. Evaporated. Subjected to flash column chromatography eluting with 99 methylene chloride/1 methanol. Evaporation of fractions containing product gave the title compound as an oil/foam. (1.91 g, 5.05 mmol, 67,7% yield). LCMS (ES+) m/z 379.3 (M+H)+.

Provenance & Evidence