A facile one pot route for the synthesis of imide tethered peptidomimetics.
A simple and efficient method for the synthesis of N,N'-orthogonally protected imide tethered peptidomimetics is presented. The imide peptidomimetics were synthesized by coupling the in situ generated selenocarboxylate of N(α)-protected amino acids with N(α)-protected amino acid azides in good yields. The protocol was also successfully applied for the synthesis of hybrid tripeptidomimetics bearing both amide and imide functionalities. In addition, coumarinic imide conjugates of amino acids have been accomplished by employing this protocol. The present method provides a convenient and easy access to imide tethered peptidomimetics and is compatible with common protecting groups employed in peptide chemistry.
Peptide Research Laboratory, Department of Studies in Chemistry, Room No. 109, Central College Campus, Dr. B. R. Ambedkar Veedhi, Bangalore University, Bangalore 560 001, India. sureshbabuvommina@rediffmail.com hariccb@gmail.com hariccb@hotmail.com.
Veladi
V
Panduranga
Girish
G
Prabhu
Roopesh
R
Kumar
Basavaprabhu
Vommina V
VV
Sureshbabu
D007094:Imides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D057786:Peptidomimetics / Q000138:chemical synthesis* / Q000737:chemistry
D007094:Imides; D057786:Peptidomimetics