One-Pot Synthesis of Ureido Peptides and Urea-Tethered Glycosylated Amino Acids Employing Deoxo-Fluor and TMSN3
H. P. Hemantha, G. Chennakrishnareddy, T. M. Vishwanatha, V. V. Sureshbabu*
*Peptide Research Laboratory, Department of Studies in
Chemistry, Central College Campus, Dr. B. R. Ambedkar Veedhi, Bangalore
University, Bangalore 560001, India, Email: hariccb
rediffmail.com
H. P. Hemantha, G. Chennakrishnareddy, T. M. Vishwanatha, V. V. Sureshbabu, Synlett, 2009, 407-410.
Abstract
A facile one-pot procedure for the synthesis of urea-linked peptidomimetics and neoglycopeptides under Curtius rearrangement conditions employing Deoxo-Fluor and TMSN3 is efficient and circumvents the isolation of acyl azide and isocyanate intermediates. The reaction was carried out under ultrasonication.
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Key Words
peptidomimetics, neoglycopeptides, ureido linkage, acyl fluorides, Deoxo-Fluor, sonochemistry, Curtius rearrangement
ID: J60-Y2009-0440
