Lysine sulfonamides as novel HIV-protease inhibitors: Nε-disubstituted ureas

A series of lysine sulfonamide analogues bearing a Ne-benzylic ureas was synthesized using both solution-phase and solid-phase approaches. A novel synthetic route of Nα-(alkyl)-Nα-(sulfonamides)lysinol using α-amino-caprolactam was developed. Evaluation of these novel protease inhibitors revealed compounds with high potency against wild-type HIV virus.