Potassium Phosphate, Tribasic → HCID 90416822, compound

Participants

Reaction Steps

The product from Example 91D (0.058 g, 0.136 mmol), the product from Example 91C (0.05 g, 0.136 mmol), tris(dibenzylideneacetone)dipalladium(0) (3.74 mg, 4.09 μmol), 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamante (3.98 mg, 0.014 mmol) and potassium phosphate (0.087 g, 0.409 mmol) were combined and sparged with argon for 15 minutes. Meanwhile a solution of 4:1 dioxane/water (2 mL) was sparged with nitrogen for 15 minutes and transferred by syringe into the reaction vessel under argon. The mixture was stirred for 2 hours at ambient temperature and partitioned between ethyl acetate and water. The organic layer was washed with saturated aqueous sodium chloride, dried (anhydrous Na2SO4), treated with 3-mercaptopropyl functionalized silica gel, filtered, and concentrated. Purification by chromatography (silica gel, 10-50% ethyl acetate in heptanes) afforded the title compound (0.064 g, 87%).

Provenance & Evidence