Selective DIBAL‑H Monoreduction of a Diester Using Continuous Flow Chemistry: From Benchtop to Kilo Lab

    • Nick Uhlig1
    • Andrew Martins1
    • Detian Gao2
    • 1Process Development, Gilead Alberta ULC,Edmonton, Alberta T6S 1A1, Canada
    • 2Commercial API Process Optimization, Gilead Alberta ULC, Edmonton, Alberta T6S 1A1, Canada

    Herein we report a selective DIBAL-H-mediated reduction of a heterocyclic diester to the corresponding monoaldehyde using continuous flow chemistry. The use of continuous flow enabled operation at lower temperatures and better control of the reaction time, thereby allowing for a significant increase in reaction selectivity and yield compared with batch conditions. The reaction’s development as a continuous flow process and its scale-up from laboratory gram scale to multikilogram scale are discussed, including design of experiments studies to probe the optimal reaction window.

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