Tris(hydroxymethyl)aminomethane → HCID 69591907, compound

Participants

Reaction Steps

A solution of pyrrolidine (11.7 μl, 0.14 mmol) in 0.3 mL methylene chloride was added to 3-{4-[[3-(tetrahydro-pyran-2-yloxy)-benzyl]-(2,4,6-trimethylbenzenesulfonyl)-amino]-phenyl}-acrylic acid (0.050 g, 0.09 mmol). Triethylamine (0.07 mL, 0.50 mmol), 1-propanephosphonic acid cyclic anhydride (0.056 mL of a 50 wt. % solution in ethyl acetate, 0.190 mmol), and catalytic DMAP were added. The reaction mixture was stirred at room temperature for 48 hr. PS-trisamine resin (0.050 g) and PS-isocyanate (0.050 g) resin was added, and the reaction mixture was stirred at room temperature for two hours. The resin was filtered off and the filtrate was concentrated. The residue was purified by preparative TLC to afford 0.021 g of the title compound of Step A.

Provenance & Evidence