Abstarct: A double four-component Ugi reaction of isocyanide, aniline, benzoic acid, and 2,2'-(hexane-1,6-diylbis(oxy)) dibenzaldehyde in MeOH solvent under reflux has been reported. This pseudo-seven-component reaction under mild reaction conditions led to the synthesis of pharmaceutically important and structurally interesting bis-amide products. The reaction with tert-butyl isocyanide is diastereoselective (5a-h), while with cyclohexyl isocyanide the diastereoselectiveness depends to the substitution on the benzoic acid. Benzoic acid with electron-donating substituents leads to diastereoselectiveness (5i-k), and with benzoic acid with electron-withdrawing substituents each pair of diastereomers is formed (5l-r). Numerous analytical methods, including 1H-NMR, 13C-NMR, and FT-IR, are used to validate the chemical structures of the products.