Scheme 1.

Synthesis of α, γ-AApeptide based aldehydes and ketoamides. Reaction conditions: (a) isobutyl chloroformate, NMM, NaBH₄, THF; (b) TosCl, TEA, DCM; (c) K₂CO₃, NaI, ACN; (d) TFA, DCM, HOBT, DIC, DIPEA, DMF; (e) Pd/C, MeOH; (f) trichloromethyl chloroformate, dioxane; (g) R₃-OH, TEA, ACN; (h) LiOH, THF/H₂O; (i) DIPEA, HATU, DMF; (j) NaBH₄, MeOH; (k) Dess-Martin periodinane (DMP), NaHCO₃, DCM; (l) isocyanide, AcOH, DCM; (m) LiOH, THF/H₂O; (n) DMP, NaHCO₃, DCM