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Tandem Deprotection–Dimerization–Macrocyclization Route to C2 Symmetric cyclo‐Tetrapeptides |
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| Authors: | Khanh Ha Dr Iryna Lebedyeva Sadra Hamedzadeh Zhiliang Li Ryan Quiñones Girinath G Pillai Byron Williams Amir Nasajpour Kristin Martin Prof?Dr Abdullah M Asiri Prof?Dr Alan R Katritzky |
| Institution: | 1. Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611‐7200 (USA);2. Department of Chemistry, University of Tartu, Tartu, 50411 (Estonia);3. Center of Excellence for Advanced Material Research, King Abdulaziz University, Jeddah, 21589 (Saudi Arabia);4. Chemistry Department, King Abdulaziz University, Jeddah, 21589 (Saudi Arabia) |
| Abstract: | Dimerization–macrocyclization has been a long‐standing problem in the cyclization of peptides since, together with the desired cyclic product, many cyclic oligomers and linear polymers may also be formed during the reaction. Therefore, the development of a process that affords the cyclic dimer predominantly is difficult. A novel and versatile strategy for the synthesis of symmetric cyclo‐tetrapeptides by palladium‐promoted tandem deprotection/cyclo‐dimerization from readily available Cbz‐dipeptidoyl benzotriazolides is reported (Cbz=carboxybenzyl). |
| Keywords: | benzotriazoles cyclodimerization lactamization macrocycles peptides |