Benzoic Acid → HCID 18513148, compound

Participants

Reaction Steps

The preparation of Example 8 is illustrated in Scheme 11, in an 8 mL vial carboxypolystyrene resin (11-1) (100 mg) was swelled in 2 mL of THF. Then 2 mL of benzenesulfonamide solution (10 equiv., 1.0 M in THF), 2 mL of 3-phenylpropanal solution (10 equiv., 1.0 M in MeOH), and 2 mL of t-butyl isocyanide solution (10 equiv., 1.0 M in MeOH) were added. The suspension was mixed on an ACT Labmate at 60° C. for 24 h. Then the excess of reagent solution was removed by filtration and the resin (11-2) was washed and dried. The desired product was cleaved by treatment with a mixture of 48% aqueous methylamine and THF (2 mL, 1:1) for 12 h at room temperature. 1HNMR (CD3OD): δ 7.53-7.87 (m, 5H), 7.08-7.24 (m, 5H), 3.74 (t, 1H), 2.64(m, 1H), 2.48(m, 1H), 1.86 (m, 1H), 1.75 (m, 1H), 1.14 (s, 9H).

Provenance & Evidence