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A Simple, Mild and Straight forward Route for the Synthesis of α‐Ureidopeptidomimetics Using Cbz‐Protected Amino Acid Esters
Author(s) -
Ramachandra Sagar N.,
Srinivasulu C.,
Hosamani Basavaprabhu,
L Santhosh,
Sureshbabu Vommina V.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802892
Subject(s) - racemization , chemistry , yield (engineering) , triflic acid , pyridine , isocyanate , organic chemistry , amino acid , catalysis , biochemistry , materials science , polyurethane , metallurgy
Abstract The synthesis of α‐ureidopeptidomimetics employing a simple, mild and straight forward route starting from benzyloxy carbonyl (Cbz‐) protected amino acid esters in presence of 2‐Cl pyridine (2‐chloropyridine) and Tf 2 O (triflic anhydride) in one‐pot is described. The in situ generated isocyanate intermediates react with amino acid esters to yield the title compounds in good yields (89‐96%) and the protocol proved to be racemization free.