Electrolytic Macrocyclizations: Scalable Synthesis Of A Diazonamide-Based Drug Development Candidate
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2015)
摘要
An electrochemical method to synthesize the core macrolactam of diazonamides is described. Large ring-forming dehydrogenation is initiated by anodic oxidation at a graphite surface. The reaction requires no tailoring of the substrate and occurs at ambient temperature in aqueous DMF in an undivided cell open to air. This unique chemistry has enabled a concise, scalable preparation of DZ-2384; a refined analog of diazonamide A slated for clinical development as a cancer therapeutic.
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关键词
anodic oxidation,electrosynthesis,macrocycles,natural products,oxazoles
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