141047-46-3Relevant academic research and scientific papers
Catalytic N-diphosphonomethylation of amino alkanols and bisamino alkanes using tris(trimethylsilyl) phosphite as a convenient synthon
Prishchenko, Andrey A.,Alekseyev, Roman S.,Novikova, Olga P.,Livantsov, Mikhail V.,Livantsova, Ludmila I.,Petrosyan, Valery S.
supporting information, (2021/11/09)
The new mono- and bis(aminomethylenediphosphonic) acids are synthesized for the first time via unique reaction of tris(trimethylsilyl) phosphite and various N-formyl amino alkanols or bis(N-formyl amino) alkanes at the presence of effective catalyst – trimethylsilyl triflate under mild conditions. The further treatment of initially formed trimethylsilyl intermediates with the methanol excess resulted in the crystalline mono- and bis(aminomethylenediphosphonic) acids in high yields. The catalytic scheme of target substances formation is proposed and discussed in detail. The structures of target acids were confirmed by the 1H, 13C, 31P NMR spectra and high resolution mass spectra (HRMS). The resulting compounds are of great interest as perspective bioactive substances with versatile properties and effective polydentate ligands.
An organophotocatalytic late-stage N-CH3 oxidation of trialkylamines to N-formamides with O2 in continuous flow
?urauskas, Jonas,Barham, Joshua P.,Birch, David J. S.,Edwards, Lee J.,Gruber, Thomas,Heilmann, J?rg,John, Matthew P.,MacGregor, Callum I.,Mandigma, Mark John P.,Shahin, Ahmed,Yip, Philip,d'Heureuse, Ludwig
, p. 1912 - 1924 (2022/02/25)
We report an organophotocatalytic, N-CH3-selective oxidation of trialkylamines in continuous flow. Based on the 9,10-dicyanoanthracene (DCA) core, a new catalyst (DCAS) was designed with solubilizing groups for flow processing. This allowed O2 to be harnessed as a sustainable oxidant for late-stage photocatalytic N-CH3 oxidations of complex natural products and active pharmaceutical ingredients bearing functional groups not tolerated by previous methods. The organophotocatalytic gas-liquid flow process affords cleaner reactions than in batch mode, in short residence times of 13.5 min and productivities of up to 0.65 g per day. Spectroscopic and computational mechanistic studies showed that catalyst derivatization not only enhanced solubility of the new catalyst compared to poorly-soluble DCA, but profoundly diverted the photocatalytic mechanism from singlet electron transfer (SET) reductive quenching with amines toward energy transfer (EnT) with O2
N-Formylsaccharin: A new formylating agent
Cochet, Thomas,Bellosta, Véronique,Greiner, Alfred,Roche, Didier,Cossy, Janine
experimental part, p. 1920 - 1922 (2011/10/02)
N-Formylsaccharin, a very cheap reagent, has been revealed to be an efficient and chemoselective formylating agent of amines. Georg Thieme Verlag Stuttgart New York.
Facile and highly efficient N-formylation of amines using a catalytic amount of iodine under solvent-free conditions
Kim, Joong-Gon,Jang, Doo Ok
experimental part, p. 2093 - 2096 (2010/10/03)
We developed a simple, practical, and catalytic method for the N-formylation of a wide variety of amines in the presence of molecular iodine as a catalyst under solvent-free conditions. This reaction is applicable to the chemoselective N-formylation of amino groups and -amino acid esters without epimerization.
Indium-catalyzed N -formylation of amines under solvent-free conditions
Kim, Joong-Gon,Jang, Doo Ok
experimental part, p. 1231 - 1234 (2010/07/08)
We have developed a simple, mild method for N-formylation of a wide variety of amines in the presence of indium metal as a catalyst under solvent-free conditions. This reaction is applicable to the chemoselective N-formylation of amino groups and -amino acid esters without epimerization. Georg Thieme Verlag Stuttgart.
4-Amino-thieno[3,2-c]pyridine-7-carboxylic acid amides
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Page/Page column 16, (2010/02/14)
Disclosed are novel 4-amino-thieno[3,2-c]pyridine-7-carboxylic acid amides, and their pharmaceutically acceptable salts and esters, that are selective inhibitors of KDR and/or FGFR kinases. These compounds and their pharmaceutically acceptable salts are anti-proliferative agents useful in the treatment or control of solid tumors, in particular solid cancerous tumors of the breast, colon, lung and prostate. Also disclosed are pharmaceutical compositions containing these compounds and methods of treating cancer using these compounds.
Nonpeptide Renin Inhibitors Employing a Novel 3-Aza(or oxa)-2,4-dialkyl Glutaric Acid Moiety as a P2/P3 Amide Bond Replacement
Baker, William R.,Fung, Anthony K. L.,Kleinert, Hollis D.,Stein, Herman H.,Plattner, Jacob J.,et al.
, p. 1722 - 1734 (2007/10/02)
A new series of renin inhibitors has been developed.The inhibitors feature a novel replacement for the P2/P3 dipeptide moiety normally associated with renin inhibitors.The dipeptide replacement was a (2S,4S)-3-aza(or oxa)-2,4-dialkylglutaric acid amide.Ex
