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Updated: Jun 7, 2025

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Avoiding Undesired Intramolecular Diketopiperazine Formation during Peptoid Chain Elongation Using a Microflow
Yuki Okura1, Yuma Tanaka1, Shinichiro Fuse1
1Department of Basic Medicinal Sciences, Graduate School of Pharmaceutical Sciences, Nagoya University, Nagoya 464-8601, Japan.
Abstract:
Avoiding undesired intramolecular reactions during desired intermolecular reactions is an important challenge in synthetic organic chemistry. We successfully avoided undesired intramolecular diketopiperazine formation during desired N-alkylation in the synthesis of peptoids using a microflow reactor. Fifteen peptoids were synthesized in good to high yields, and a cyclic peptoid was synthesized on the gram scale using the developed microflow approach. The productivity and cost of our approach are significantly superior to those of the conventional solid-phase approach.
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