3154-58-3Relevant academic research and scientific papers
Synthesis of specially stable-isotope-labeled L-proline via L-glutamic acid
Cappon, J. J.,Walle, G. A. M. van der,Verdegem, P. J. E.,Raap, J.,Lugtenburg, J.
, p. 517 - 523 (1992)
(3,4-(13)C2)-L-proline and ((15)N)-L-proline were prepared from the correspondingly labeled L-glutamic acids via a single scheme in high yield and on a gram scale.The synthetic route is based on the ring closure of L-glutamic acid to L-5-oxoproline and the selective reduction of the 5-amide function, without interference with the 2-carboxylate function and the asymmetric center.The selective reduction is effected by first converting the amide into the corresponding thioamide and subsequently reducing the thioamide to the amine using tributyltin hydride, in combination with protection and deprotection steps.In earlier work we described the preparation of L-glutamic acid isotopically labeled at any position or combination of positions starting from simple highly enriched synthons.The synthetic scheme in this publication makes L-proline, (13)C- or (15)N-labeled at any position or combination of positions, easily available.The labeled L-prolines are charcterized by (1)H-, (13)C- and (15)N-NMR and mass spectrometry.
Capsicum annuum fruit extract: A novel reducing agent for the green synthesis of zno nanoparticles and their multifunctional applications
Lalithamba, Haraluru Shankraiah,Raghavendra, Mahadevaiah,Uma, Kogali,Yatish, Kalanakoppal Venkatesh,Mousumi, Das,Nagendra, Govindappa
, p. 354 - 364 (2018/07/05)
A simple, efficient and convenient method for the preparation of zinc oxide (ZnO) nanoparticle was described. Several parameters like size and morphology of the prepared nanoparticles were characterized thorough a variety of analytical techniques such as
Formamide Synthesis through Borinic Acid Catalysed Transamidation under Mild Conditions
Mohy El Dine, Tharwat,Evans, David,Rouden, Jacques,Blanchet, Jér?me
supporting information, p. 5894 - 5898 (2016/04/26)
A highly efficient and mild transamidation of amides with amines co-catalysed by borinic acid and acetic acid has been reported. A wide range of functionalised formamides was synthesized in excellent yields, including important chiral α-amino acid derivatives, with minor racemisation being observed. Experiments suggested that the reaction rely on a cooperative catalysis involving an enhanced boron-derived Lewis acidity rather than an improved Br?nsted acidity of acetic acid. Amide bonds are reputedly difficult to activate due to their high resonance stabilization. An unusual mild activation of dimethylformamide and formamide by borinic acid 1 (see scheme), illustrated by a general formylation of a wide range of amines, including chiral α-amino esters, has been reported.
Chromatographic and chromato-mass spectral characterization of amino acids derivatives formed via the interaction with dimethyl acetal of dimethylformamide
Zenkevich,Pushkareva
, p. 1920 - 1928 (2015/10/12)
A series of amino acids have been converted into the derivatives via interaction with dimethylformamide dimethyl acetal for gas chromatography identification. The derivatives have been for the first time characterized with mass spectra and retention indices corresponding to the standard nonpolar polydimethylsiloxane stationary phases. Basic features of mass spectroscopic fragmentation of the derivatives have been stated; the rules for interpretation of their gas chromatography retention indices have been figured out, including the additive scheme elements.
A remarkably simple protocol for the N -formylation of amino acid esters and primary amines
Suchy, Mojmir,Elmehriki, Adam A. H.,Hudson, Robert H. E.
supporting information; experimental part, p. 3952 - 3955 (2011/09/19)
A simple, convenient, and wide scope protocol for the N-formylation of amino acid esters and primary amines has been developed utilizing only imidazole in warm DMF.
Concurrent esterification and N-acetylation of amino acids with orthoesters: A useful reaction with interesting mechanistic implications
Gibson, Sarah,Romero, Dickie,Jacobs, Hollie K.,Gopalan, Aravamudan S.
scheme or table, p. 6737 - 6740 (2011/02/25)
The concurrent esterification and N-acetylation of amino acids has been studied with triethyl orthoacetate (TEOA) and triethyl orthoformate (TEOF). In a surprising finding, only 1 equiv of TEOA in refluxing toluene was necessary to convert l-proline and l-phenylalanine into the corresponding N-acetyl ethyl esters in good yield. The same transformation using TEOF was not effective. Stereochemical outcome and stoichiometric studies as well as structural variation of the amino acids in this reaction provided unexpected mechanistic insight.
