20998-88-3Relevant academic research and scientific papers
An efficient and epimerization free synthesis of C-terminal arylamides derived from α-amino acids and peptide acids via T3P activation
Madhu, Chilakapati,Nageswararao, Panguluri,Narendra,Sureshbabu, Vommina V.
, p. 353 - 363 (2014/08/18)
A high yield and rapid synthesis of enantiomerically pure N α -protected amino/peptide acid arylamides using n-propylphosphonic anhydride (T3P) in presence of N-methylmorpholine is described. The generality of the reaction has been studied for various N α -protected amino acids with diverse range of aromatic amines and coumarin derivatives.
Non-phosgene route to unsymmetrical ureas from N-Cbz-α-amino acid amides
Ghazvini Zadeh, Ebrahim H.,Abo-Dya, Nader E.,Sotuyo, Ania C.,Ghiviriga, Ion,Hall, C. Dennis
, p. 5467 - 5469 (2013/09/23)
A convenient method toward the synthesis of α-amino acid-derived unsymmetrical ureas 2 is described herein. This route involves an interesting rearrangement of amides of N-Cbz-α-amino acids 1, which presumably entails the intermediacy of hydantoins that is followed by hydrolysis to afford unsymmetrical ureas 2 in quantitative yields and high purity.
A convenient synthesis of amino acid arylamides utilizing methanesulfonyl chloride and N-methylimidazole
Mao, Liguang,Wang, Zhenyu,Li, Yongjia,Han, Xiqian,Zhou, Weicheng
supporting information; experimental part, p. 129 - 133 (2011/03/22)
N-Cbz-protected amino acids reacted with various aryl-amines in the presence of methanesulfonyl chloride and N-methylimidazole in dichloromethane to give the corresponding arylamides in high yields. No obvious racemization was observed under the mild conditions. Georg Thieme Verlag Stuttgart - New York.
Enantioselective nickel-catalyzed conjugate addition of dialkylzinc to chalcones using chiral α-amino amides
Escorihuela, Jorge,Burguete, M. Isabel,Luis, Santiago V.
scheme or table, p. 6885 - 6888 (2009/04/07)
A series of α-amino amides derived from natural amino acids (alanine, valine, phenylalanine, isoleucine, and phenylglycine) have been synthesized and fully characterized. Their Ni(II) complexes prepared from Ni(acac)2 catalyze the enantioselective conjugate addition of diethylzinc to chalcones in high yields and in good enantioselectivities (up to 84%). The side chain of the amino acid and the substituents in the amide nitrogen govern the enantioselectivity of the catalytic process.
