caa a22 4500 445326409 CHVBK 20180317142722.0 cr unu---uuuuu 170323e20110901xx s 000 0 eng 10.1007/s10989-011-9256-x doi (NATIONALLICENCE)springer-10.1007/s10989-011-9256-x A Facile One-pot Synthesis of N α-Urethane Protected 3-Amino Alkyl Isoxazole-5-Carboxylic Acids and their Utility for the Preparation of Isoxazole-Linked Peptidomimetics [Elektronische Daten] [G. Chennakrishnareddy, B. Vasantha, N. Narendra, Vommina Sureshbabu] Cu(I) catalyzed [3+2] cycloaddition of in situ generated N α-Fmoc/Boc/Z-protected amino alkyl nitrile oxide with propiolic acid has led to a new class of 3,5-disubstituted isoxazole-bearing amino acid derivatives. The click chemistry protocol described herein is efficient in furnishing the isoxazole embedded amino acids. These unnatural synthons were subjected to chain extension on N- as well as C-termini to obtain 3,5-disubstituted isoxazole bearing di and tripeptidomimetics. Springer Science+Business Media, LLC, 2011 N α-protected amino aldehyde nationallicence Nitrile oxide nationallicence Click chemistry nationallicence [2+3] cycloaddition nationallicence Isoxazole nationallicence One-pot synthesis nationallicence Peptidomimetics nationallicence Chennakrishnareddy G. Department of Studies in Chemistry, Central College Campus, Peptide Research Laboratory, Bangalore University, #109, Dr. B. R. Ambedkar Veedhi, 560 001, Bangalore, India aut Vasantha B. Department of Studies in Chemistry, Central College Campus, Peptide Research Laboratory, Bangalore University, #109, Dr. B. R. Ambedkar Veedhi, 560 001, Bangalore, India aut Narendra N. Department of Studies in Chemistry, Central College Campus, Peptide Research Laboratory, Bangalore University, #109, Dr. B. R. Ambedkar Veedhi, 560 001, Bangalore, India aut Sureshbabu Vommina Department of Studies in Chemistry, Central College Campus, Peptide Research Laboratory, Bangalore University, #109, Dr. B. R. Ambedkar Veedhi, 560 001, Bangalore, India aut International Journal of Peptide Research and Therapeutics Springer Netherlands 17/3(2011-09-01), 185-191 1573-3149 17:3<185 2011 17 10989 https://doi.org/10.1007/s10989-011-9256-x text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10989-011-9256-x text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Chennakrishnareddy G. Department of Studies in Chemistry, Central College Campus, Peptide Research Laboratory, Bangalore University, #109, Dr. B. R. Ambedkar Veedhi, 560 001, Bangalore, India aut NATIONALLICENCE 700 1- Vasantha B. Department of Studies in Chemistry, Central College Campus, Peptide Research Laboratory, Bangalore University, #109, Dr. B. R. Ambedkar Veedhi, 560 001, Bangalore, India aut NATIONALLICENCE 700 1- Narendra N. Department of Studies in Chemistry, Central College Campus, Peptide Research Laboratory, Bangalore University, #109, Dr. B. R. Ambedkar Veedhi, 560 001, Bangalore, India aut NATIONALLICENCE 700 1- Sureshbabu Vommina Department of Studies in Chemistry, Central College Campus, Peptide Research Laboratory, Bangalore University, #109, Dr. B. R. Ambedkar Veedhi, 560 001, Bangalore, India aut NATIONALLICENCE 773 0- International Journal of Peptide Research and Therapeutics Springer Netherlands 17/3(2011-09-01), 185-191 1573-3149 17:3<185 2011 17 10989 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer