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

Autor: Hongmei, Li, Jeremy P, Scott, Cheng-yi, Chen, Michel, Journet, Kevin, Belyk, Jaume, Balsells, Birgit, Kosjek, Carl A, Baxter, Gavin W, Stewart, Christopher, Wise, Mahbub, Alam, Zhiguo Jake, Song, Lushi, Tan
Rok vydání: 2015
Předmět:
Zdroj: Organic letters. 17(6)
ISSN: 1523-7052
Popis: 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.
Databáze: OpenAIRE