71078-92-7Relevant academic research and scientific papers
Organocatalytic Enantioselective Addition of α-Aminoalkyl Radicals to Isoquinolines
Liu, Xiangyuan,Liu, Yang,Chai, Guobi,Qiao, Baokun,Zhao, Xiaowei,Jiang, Zhiyong
supporting information, p. 6298 - 6301 (2018/10/09)
With a dual organocatalytic system involving a chiral phosphoric acid and a dicyanopyrazine-derived chromophore (DPZ) photosensitizer and under the irradiation with visible light, an enantioselective Minisci-type addition of α-amino acid-derived redox-active esters (RAEs) to isoquinolines has been developed. A variety of prochiral α-aminoalkyl radicals generated from RAEs were successfully introduced on isoquinolines, providing a range of valuable α-isoquinoline-substituted chiral secondary amines in high yields with good to excellent enantioselectivities.
Method for synthesizing 4-bromo-D-phenylalanine
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Paragraph 0018-0020; 0023-0025, (2020/03/14)
The invention discloses a method for synthesizing 4-bromo-D-phenylalanine. The method comprises the following steps: adding diethyl acetylaminomalonate, sodium ethoxide and ethanol into a reaction bottle, heating the reaction bottle to 80 DEG C, performing a heat insulation reaction for 2 h, cooling the reaction bottle to 35 DEG C, adding 4-bromobenzyl bromide, performing a heat insulation reaction for 5 h, cooling the reaction bottle to 25 DEG C, performing reduced pressure concentrating crystallization to obtain diethyl (acetylamino)[(4-bromophenyl)methyl]malonate, adding sodium hydroxide, heating the reaction bottle to 45 DEG C, performing a heat insulation reaction for 4 h, and cooling the reaction bottle to 20 DEG C to achieve crystallization in order to obtain (acetylamino)[(4-bromophenyl)methyl]malonic acid; and adding a 60% W/V hydrochloric acid solution, heating the reaction bottle to 85 DEG C, keeping the temperature for 2 h, ending the obtained reaction, and performing concentrating crystallization to obtain the 4-bromo-D-phenylalanine. Compared with traditional technologies, the method in the invention has the advantages of mild reaction temperature, safety in operation, obtaining of the highly pure product, cheap and easily-available raw materials, and very low cost.
Generation of N-Methyl-D-aspartate Agonist and Competitive Antagonist Pharmacophore Models. Design and Synthesis of Phosphonoalkyl-Substituted Tetrahydroisoquinolines as Novel Antagonists
Ortwine, Daniel F.,Malone, Thomas C.,Bigge, Christopher F.,Drummond, James T.,Humblet, Christine,et al.
, p. 1345 - 1370 (2007/10/02)
The preparation and binding affinity of a series of tetrahydroisoquinoline carboxylic acids at the N-methyl-D-aspartate (NMDA) subtype of the glutamate receptor is described, together with a molecular modeling analysis of NMDA agonists and antagonists.Usi
Synthesis of 4-phosphono- and of 4-(phosphonomethyl)-dl-phenylalanine, two analogues of O-phosphotyrosine
Bayle-Lacoste, Mireille,Moulines, Jean,Collignon, Noel,Boumekouez, Abdelkader,De Tinguy-Moreaud, Eliane,Neuzil, Eugene
, p. 7793 - 7802 (2007/10/18)
:4-Phosphono-DL-phenylalanine 1 was synthetized from 4-bromo-DL-phenylalanine or from 4-(bromomethyl)-bromobenzene ; 4-(phosphonomethyl)-DL-phenylalanine 14 was prepared from methyl p-toluate. The interest of these phosphonic analogues arises from their possible interference in the metabolism of O-phosphotyrosine.
Exploration of phenyl-spaced 2-amino-(5-9)-phosphonoalkanoic acids as competitive N-methyl-D-aspartic acid antagonists
Bigge,Drummond,Johnson,Malone,Probert Jr.,Marcoux,Coughenour,Brahce
, p. 1580 - 1590 (2007/10/02)
To investigate the preferred spatial relationship of the distal phosphonic acid to the α-amino acid group of the established competitive N-methyl-D-aspartic acid (NMDA) antagonists APH (1) and APV (2), we have prepared a series of ortho-, meta-, and para-
