The solid-phase synthesis of a small library of mimetics of the cyclic deps
ipeptide hapalosin is described. 3-Amino-4-hydroxy-5-nitrobenzoic acid was
anchored through the anilino moiety to a backbone amide linker (BAL) handle
support. Using chemoselective reactions acid without the need for protecti
ng group manipulations, the benzoic acid group was first amidated, then the
aniline nitrogen was acylated, and finally the nitro group was reduced to
an amine and acylated or reductively alkylated, to generate a 12-member lib
rary.