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 CASE STUDY 

Enantiomer N-1 Substituted Tetrazole Prodrug Synthesis

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The authors of the study performed a regioselective tin-mediated alkylation to access the N-1 alkylated tetrazole isomer. A highly selective enzymatic hydrolysis provided the desired prodrug enantiomer. For the final fragment union, a Suzuki–Miyaura coupling was employed, leading to the need to eliminate both tin and residual palladium catalyst from the API in multikilogram quantities.

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