Synthesis of conformationally constrained cyclic peptides using an intramolecular sonogashira coupling.
[Reaction: see text]. Small peptides having a 3-bromobenzyl group at the C-termini and n-alkynoyl group at the N-termini undergo a smooth copper-free intramolecular Sonogashira coupling reaction to afford the corresponding cyclic peptides in moderate yields. Scope and limitations of this macrocyclization is demonstrated with di-, tri-, and tetrapeptides.
Balraju
V
V
Discovery Research, Dr. Reddy's Laboratories Ltd., Bollaram Road, Miyapur, Hyderabad, 500 049, A.P., India.
Reddy
D Srinivasa
DS
Periasamy
Mariappan
M
Iqbal
Javed
J
D002384:Catalysis; D003300:Copper / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry
D010456:Peptides, Cyclic; D010165:Palladium; D003300:Copper