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

Andersen, Søren
M.; Bollmark, Martin; Berg, Robert; Fredriksson, Christofer; Karlsson, Staffan; Liljeholm, Catarina; Sörensen, Henrik

doi:10.1021/op500193s.s001

op500193s_si_001.pdf (934.49 kB)

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

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.