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Glycopolymers based on dextran are frequently prepared via ATRP, whereas the use of RAFT polymerization is strangely limited due to the difficult synthesis of Dextran-based macromolecular chain transfer agent (DexCTA). The aim of this work is to establish a controlled and reproducible methodology for its preparation. Direct esterification of the hydroxyl dextran functions is the most common method. Our study shows that this latter leads to a very low degree of functionalization. As alternative, we report a reproductible multistep strategy