Sequence-defined oligocarbamates were synthesized by orthogonal iterative chemistry on a modified Wang solid support.In this approach,amino alcohol building blocks,containing either primary or secondary amines,were us...Sequence-defined oligocarbamates were synthesized by orthogonal iterative chemistry on a modified Wang solid support.In this approach,amino alcohol building blocks,containing either primary or secondary amines,were used in order to obtain ondemand either a classical urethane motif−NH−CO−O−or a Nsubstituted urethane linkage−NR−CO−O−.Hence,aperiodic carbamate sequences could be easily prepared in this work.Polymers with different monomer sequences and chain-length were synthesized.Characterization by NMR,SEC and ESI-MS indicated formation of near-monodisperse polymers.Furthermore,these informational oligocarbamates were sequenced by MS/MS.Very interestingly,it was found that a fully orthogonal fragmentation of−NH−CO−O−urethane motifs occurs in these macromolecules.展开更多
基金the CSC Graduate School funded by the French National Research Agency(CSC-IGS ANR-17-EURE-0016)for a PhD fellowship.
文摘Sequence-defined oligocarbamates were synthesized by orthogonal iterative chemistry on a modified Wang solid support.In this approach,amino alcohol building blocks,containing either primary or secondary amines,were used in order to obtain ondemand either a classical urethane motif−NH−CO−O−or a Nsubstituted urethane linkage−NR−CO−O−.Hence,aperiodic carbamate sequences could be easily prepared in this work.Polymers with different monomer sequences and chain-length were synthesized.Characterization by NMR,SEC and ESI-MS indicated formation of near-monodisperse polymers.Furthermore,these informational oligocarbamates were sequenced by MS/MS.Very interestingly,it was found that a fully orthogonal fragmentation of−NH−CO−O−urethane motifs occurs in these macromolecules.
