Development of a Direct Photocatalytic C–H Fluorination for the Preparative Synthesis of Odanacatib

• Published in: Organic letters Vol. 17; no. 21; pp. 5200 - 5203
• Main Authors: Halperin, Shira D, Kwon, Daniel, Holmes, Michael, Regalado, Erik L, Campeau, Louis-Charles, DiRocco, Daniel A, Britton, Robert
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 06.11.2015
• Subjects: Biphenyl Compounds - chemical synthesis; Biphenyl Compounds - chemistry; Cathepsin K - antagonists & inhibitors; Esters; Halogenation; Leucine - analogs & derivatives; Leucine - chemistry; Molecular Structure; Sulfonamides - chemistry

Late-stage C–H fluorination is an appealing reaction for medicinal chemistry. However, the application of this strategy to process research appears less attractive due to the formation and necessary purification of mixtures of organofluorines. Here we demonstrate that γ-fluoroleucine methyl ester, a...