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Isoselenocyanates derived from amino acid esters: an expedient synthesis and application to the assembly of selenoureidopeptidomimetics, unsymmetrical Selenoureas and selenohydantoins
Author(s) -
Hemantha Hosahalli P.,
Sureshbabu Vommina V.
Publication year - 2010
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.1276
Subject(s) - chemistry , combinatorial chemistry , amino acid , stereochemistry , biochemistry
An important class of organoselenium compounds‐α‐isoselenocyanato esters 4 hasbeen prepared by a reaction of α‐isocyano esters with elemental selenium powder. The reaction issimple, rapid and all the isoselenocyanates havebeen isolated as stable ones after chromatographic purification. These hitherto unreported classes of molecules would be useful building blocks for the preparation of variety of selenium containing peptidomimetics. In this study, the utility of the title molecules in the preparation of selenoureidopeptidomimetics 6, unsymmetrical selenoureas 8 and selenohydantoins 10 isdemonstrated. Copyright © 2010 European Peptide Society and John Wiley & Sons, Ltd.