Isoselenocyanates derived from Boc/Z-amino acids: synthesis, isolation, characterization, and application to the efficient synthesis of unsymmetrical selenoureas and selenoureidopeptidomimetics |
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| Authors: | Gundala Chennakrishnareddy Hosahalli P Hemantha Tayur N Guru Row |
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| Institution: | a Peptide Research Laboratory, Department of Studies in Chemistry, Central College Campus, Bangalore University, Dr. B.R. Ambedkar Veedhi, Bangalore 560 001, India
b Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore 560 012, India |
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| Abstract: | Isoselenocyanates derived from Boc/Z-amino acids are prepared by the reaction of the corresponding isonitriles with selenium powder in presence of triethylamine at reflux. The utility of these new classes of isoselenocyanates in the preparation of selenoureidodipeptidomimetics possessing both amino as well as carboxy termini has been accomplished. The 1H NMR analysis confirmed that the protocol involving the conversion of isonitriles to isoselenocyanates and their use as coupling agents in assembling selenoureido derivatives is free from racemization. |
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| Keywords: | Isoselenocyanates Peptidomimetics Selenoureas Selenoureidopeptidomimetics |
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