Abstract
Based on a chiron approach, sacubitril, a neprilysin inhibitor and API of Entresto, was synthesized in 7 steps with an overall yield of 40%. Two chiral centers of sacubitril are easily obtained from the starting material, one inherited and another inverted. Noteworthy steps are an efficient and mild preparation of epoxide from chiral vicinal diol using C4F9SO2F/DBU, and a one-flask preparation of succinic amide from azide. All the reactions are performed on multigram scales.
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