Synthesis of bis-macrocyclic HCV protease inhibitor MK-6325 via intramolecular sp²-sp³ Suzuki-Miyaura coupling and ring closing metathesis.

@article{Li2015SynthesisOB,
  title={Synthesis of bis-macrocyclic HCV protease inhibitor MK-6325 via intramolecular sp²-sp³ Suzuki-Miyaura coupling and ring closing metathesis.},
  author={Hongmei Li and Jeremy P Scott and Cheng-Yi Chen and Michel Journet and Kevin M Belyk and Jaume Balsells and Birgit Kosjek and Carl A Baxter and Gavin W Stewart and Christopher L Wise and Mahbub Alam and Zhiguo Jake Song and Lushi Tan},
  journal={Organic letters},
  year={2015},
  volume={17 6},
  pages={1533-6}
}
A practical asymmetric synthesis of the complex fused bis-macrocyclic HCV protease inhibitor MK-6325 (1) is described. Through the combination of a high yielding and low catalyst loading ring-closing metathesis (RCM) to forge the 15-membered macrocycle with an intramolecular sp(2)-sp(3) Suzuki-Miyaura cross-coupling to append the 18-membered macrocycle, multikilogram access to the unique and challenging architecture of MK-6325 (1) has been achieved.