21883-61-4Relevant articles and documents
Integrated Flow Synthesis of α-Amino Acids byIn SituGeneration of Aldimines and Subsequent Electrochemical Carboxylation
Naito, Yuki,Nakamura, Yuto,Shida, Naoki,Senboku, Hisanori,Tanaka, Kenta,Atobe, Mahito
, p. 15953 - 15960 (2021/07/20)
The synthesis of α-amino acids was carried out in a continuous flow system. In this system, aldimines were efficiently generatedin situvia the dehydration-condensation of aldehydes with anilines in a desiccant bed column filled with 4 ? molecular sieves d
Use of diphenyliodonium bromide in the synthesis of some N-phenyl-amino acids
McKerrow, Jason D.,Al-Rawi, Jasim M. A.,Brooks, Peter
experimental part, p. 1161 - 1179 (2010/04/28)
The N-phenyl methyl esters 4 of glycine, alanine, valine, leucine, isoleucine, phenylalanine, methionine, proline, serine, threonine, tyrosine, aspartic acid, and glutamic acid have been synthesized in good to excellent yields using diphenyliodonium bromide, AgNO3, and a catalytic amount of CuBr starting from the relevant amino acid ester. The chiral integrity of the amino acids 5 was maintained during these reactions, which were confirmed by the synthesis of dipeptide for each N-phenyl amino acid. The structures of the new compounds were confirmed by the analysis of their IR, 1H, and 13C NMR spectra in addition to CHN microanalysis or high-resolution mass spectrometry for the new N-phenyl amino acids 5 and the esters 4.
A mild and efficient method for copper-catalyzed Ullmann-type N-arylation of aliphatic amines and amino acids
Jiang, Qun,Jiang, Deshou,Jiang, Yuyang,Fu, Hua,Zhao, Yufen
, p. 1836 - 1842 (2008/02/10)
An efficient and general protocol for copper-catalyzed N-arylation of aliphatic amines and amino acids has been developed using aryl iodides under mild conditions (coupling temperature at 25-35°C). For the N-(o-nitrophenyl) amino acid derivatives, subsequent reduction of the nitro group in the presence of tin(II) chloride resulted in 3,4-dihydroquinoxalin-2(1H)-one derivatives in good yields. Georg Thieme Verlag Stuttgart New York.
Copper-catalyzed aryl amination in aqueous media with 2- dimethylaminoethanol ligand
Lu, Zhikuan,Twieg, Robert J.
, p. 2997 - 3001 (2007/10/03)
Copper-catalyzed amination of aryl bromides and iodides under mild conditions has been developed with 2-dimethylaminoethanol as ligand and water as solvent. A variety of hydrophilic and hydrophobic aryl halide substrates have been aminated in good yield with a variety of amino acids, amino alcohols and peptides. This method has successfully N-arylated some hydrophilic amino compounds not available by other methods.
Synthesis and Characterization of N-Substituted Valines and their Phenyl- and Pentafluorophenyl-thiohydantoins
Rydberg, Per,Luening, Bjoern,Wachtmeister, Carl Axel,Toernqvist, Margareta
, p. 813 - 817 (2007/10/02)
The phenylthiohydantoins of racemic N-methyl-, N-(2-hydroxethyl)- and N-phenyl-valine as well as the pentafluorophenylthiohydantoins of these acids and of L-valine have been synthesized by reactions with phenyl isothiocynate and pentafluorophenyl isothioc