4801-79-0Relevant articles and documents
Synthesis of Terminal Thiazoles from N-Protected Amino Acids and a Study of Their Antibacterial Activities
Lalithamba,Uma,Gowthami,Nagendra
, p. 181 - 191 (2020/03/30)
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β,γ-Diamino acid: An original building block for hybrid α/γ-peptide synthesis with extra hydrogen bond donating group
Stanovych, Andrii,Guillot, Rgis,Kouklovsky, Cyrille,Miclet, Emeric,Alezra, Valrie
, p. 2753 - 2757 (2015/02/19)
Using a β,γ-diamino acid, several small hybrid α/γ peptides have been synthesized and their conformations investigated through extensive NMR studies and molecular dynamics. A tripeptide and a tetrapeptide have thus shown several hydrogen bonds in solution, including a 13-membered ring involving the β-nitrogen.
AmIno Acid Homologation by the Blaise Reaction: A new entry into nitrogen heterocycles
Cam, Thuy Hoang,Bouillere, Francelin,Johannesen, Sine,Zulauf, Anais,Panel, Cecilia,Pouilhes, Annie,Gori, Didier,Alezra, Valerie,Kouklovsky, Cyrille
experimental part, p. 4177 - 4187 (2009/09/08)
(Chemical Equation Presented) A general strategy for the amino acid homologation via Blaise reaction and subsequent reduction is presented. This strategy involves the preparation of protected α-amino nitriles from the corresponding amino acids, followed by the zinc-mediated condensation of tert-butyl bromoacetate, to give the imidazolidones after iminozincate cyclization. Reduction gave the saturated imidazolidinones with cis or trans stereochemistry, depending on the reduction conditions. This strategy was applied to nonfunctionalized amino acids and to functionalized amino acids such as serine and aspartic acid. Additionally, acidic hydrolysis of cis or trans imidazolidinones to the corresponding chiral 4-aminopyrrolidones is described.