100391-40-0Relevant articles and documents
Development of a Method for the N-Arylation of Amino Acid Esters with Aryl Triflates
King, Sandra M.,Buchwald, Stephen L.
supporting information, p. 4128 - 4131 (2016/08/30)
A general method for the N-arylation of amino acid esters with aryl triflates is described. Both α- and β-amino acid esters, including methyl, tert-butyl, and benzyl esters, are viable substrates. Reaction optimization was carried out by design of experim
Reaction of arynes with amino acid esters
Okuma, Kentaro,Matsunaga, Nahoko,Nagahora, Noriyoshi,Shioji, Kosei,Yokomori, Yoshinobu
supporting information; experimental part, p. 5822 - 5824 (2011/06/23)
An efficient route to a variety of 2-phenylindolin-3-ones from amino acid methyl esters has been developed. The reaction of amino acid methyl esters with benzyne prepared from 2-(trimethylsilyl)phenyl triflate and CsF gave 2-phenylindolin-3-ones in moderate to good yields.
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.
Synthesis of SB-214857 using copper catalysed amination of arylbromides with L-aspartic acid
Clement,Hayes,Sheldrake,Sheldrake,Wells
, p. 1423 - 1427 (2007/10/03)
An efficient synthesis of a 1,4-benzodiazepine was accomplished using copper catalysed amination of an arylbromide with the soluble bis-tetrabutylammonium salt of L-aspartic acid as a key step.
2-Carboxytetrahydroquinolines. Conformational and Stereochemical Requirements for Antagonism of the Glycine Site on the NMDA Receptor
Carling, Robert W.,Leeson, Paul D.,Moseley, Angela M.,Baker, Raymond,Foster, Alan C.,et al.
, p. 1942 - 1953 (2007/10/02)
2-Carboxy-1,2,3,4-tetrahydroquinoline derivatives, derived from kynurenic acid, have been synthesized and evaluated for in vitro antagonist activity at the glycine site on the NMDA receptor. 2,3-Dihydrokynurenic acids show reduced potency relative to the