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A Scalable Route to 5‑Substituted 3‑Isoxazolol Fibrinolysis Inhibitor AZD6564

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journal contribution
posted on 2014-08-15, 00:00 authored by Søren M. Andersen, Martin Bollmark, Robert Berg, Christofer Fredriksson, Staffan Karlsson, Catarina Liljeholm, Henrik Sörensen
A practical and chromatography-free multikilogram synthesis of a 3-isoxazolol containing antifibrinolytic agent, AZD6564, has been developed in eight steps and 7% overall yield starting from methyl 2-chloroisonicotinate. Highlights in the synthesis are a Negishi coupling and an enzymatic resolution of a racemic ester.