Late-Stage Chloride Displacements Enable Access to Peptoids with cis-Inducing Alkylammonium Side Chains.

ABSTRACT: The synthesis of peptoids possessing multiple cis-inducing monomers with alkylammonium side chains is reported, where chloropropyl side chains are diversified on a solid support by late-stage S_N2 displacements with amines. The conditions were optimized for a wide variety of primary, secondary, and tertiary alkyl amine nucleophiles. We also demonstrated that multiple chloride displacements could be achieved on sequences possessing trans-inducing N-aryl- and N-imino glycine monomers.

SUBMITTER: Davern CM 

PROVIDER: S-EPMC10903636 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature