Efficient green synthesis of the targeted proteolysis system component
Abstract
This study presents an efficient, scalable, and green synthetic route for cereblon ligase modulator used in proteolysis-targeting chimera (PROTAC) technology. The one-pot Heck-Matsuda reaction of the special diazonium salt with tert-butyl acrylate is accompanied by the elimination of the tert-butyl ester group and affords (2E)-3-[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl]acrylic acid in high yield and high stereoselectivity. The resulting alkyl-linked ligand demonstrates applicability in PROTAC design, offering a safe, cost-effective, and industrially adaptable pathway for producing key PROTAC component.
Fields of Study & Subjects
Protein Degradation and Inhibitors
Catalytic Cross-Coupling Reactions
Click Chemistry and Applications
Publication details
- Journal / source
- Mendeleev Communications
- Volume
- 36
- Issue
- 3
- Pages
- 295–297
- Publication date
- 1 January 2026
- Language
- RU