68295-47-6Relevant academic research and scientific papers
L-Pyroglutamic Sulphonamide as Hydrogen-Bonding Organocatalyst: Enantioselective Diels-Alder Cyclization to Construct Carbazolespirooxindoles
Ren, Ji-Wei,Wang, Jing,Xiao, Jun-An,Li, Jun,Xiang, Hao-Yue,Chen, Xiao-Qing,Yang, Hua
, p. 6441 - 6449 (2017)
Hydrogen-bonding organocatalysts L-pyroglutamic sulphonamides were readily synthesized for the first time by fully exploiting the potentials of L-pyroglutamic acid. The newly designed catalyst was successfully applied in catalyzing asymmetric Diels-Alder
Synthesis and bioactivities evaluation of L-pyroglutamic acid analogues from natural product lead
Gang, Fang-li,Zhu, Feng,Li, Xiao-ting,Wei, Jie-lu,Wu, Wen-jun,Zhang, Ji-wen
, p. 4644 - 4649 (2018/08/21)
A series of L-pyroglutamic acid analogues from natural product lead were designed and synthesized, as well as their antifungal activities against Phytophthora infestans, neuritogenic activities, antibacterial activities and anti-inflammatory activities are described. The bioassays and SAR study showed that the majority of L-pyroglutamic acid esters have a significant antifungal activity against P. infestans, especially 2d and 2j demonstrated the best activities with EC50 values of 1.44 and 1.21 μg mL?1, which were about seven times that of commercial azoxystrobin (7.85 μg mL?1). Moreover, compounds 2e, 2g and 4d displayed anti-inflammatory activity against LPS-induced NO production in BV-2 microglial cells; neuritogenic activity in NGF-induced PC-12 cells is the same activity. This study demonstrates that compounds 2d and 2j are potential drugs to control P. infestans.
Discovery of highly functionalized scaffolds: Pyrroloimidazolediones as P2X7 receptor antagonists
Homerin, Germain,Lipka, Emmanuelle,Rigo, Beno?t,Millet, Régis,Dezitter, Xavier,Furman, Christophe,Ghinet, Alina
supporting information, p. 5327 - 5336 (2017/08/04)
A broad range of pyrroloimidazolediones, new highly functionalized bicyclic heterocycles, was obtained by a cycloaddition reaction between L-pyroglutamide derivatives and Bredereck's reagent. Methanolysis of subsequent pyrroloimidazolediones provided antagonists of P2X7 receptor, with retention of initial stereoconfiguration, with potential applications in the treatment of inflammatory and neurological diseases. We have thus developed a new synthesis of lactamic nitrogen free enaminones which is currently the easiest method cited in the literature to access these compounds.
SMALL MOLECULES AGAINST CEREBLON TO ENHANCE EFFECTOR T CELL FUNCTION
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Page/Page column 156-158, (2017/10/11)
Disclosed are small molecules against cereblon to enhance effector T cell function. Methodos of making thes molecules and methods of using them to treat various disease states are also disclosed.
Michael addition reactions between various nucleophilic glycine equivalents and (S,E)-1-enoyl-5-oxo-N-phenylpyrrolidine-2-carboxamide, an optimal type of chiral Michael acceptor in the asymmetric synthesis of β-phenyl pyroglutamic acid and related compoun
Ellis, Trevor K.,Ueki, Hisanori,Tiwari, Rohit,Soloshonok, Vadim A.
scheme or table, p. 2629 - 2634 (2010/03/25)
(S)-5-Oxo-N-phenyl-1-[(E)-3-phenylacryloyl]pyrrolidine-2-carboxamide, easily prepared from inexpensive and readily available, in both enantiomeric forms, glutamic/pyroglutamic acid was designed as an optimal type of chiral Michael acceptor for reactions w
Modular synthesis of novel chiral phosphorous triamides based on (S)-N(pyrrolidin-2-ylmethyl)aniline and their application in asymmetric catalysis
Barta, Katalin,Hoelscher, Markus,Francio, Giancarlo,Leitner, Walter
experimental part, p. 4102 - 4116 (2009/12/26)
A set of new P-chiral phosphorous triamides (PTAs) based on the (S)-N-(pyrrolidin-2-ylmethyl)aniline backbone was prepared by modular synthetic procedures. The chirality at: phosphorus can be controlled to a large extent by the synthetic route, and high d
Synthesis and characterization of chiral 1,2-diamines from 5-oxo-pyrrolidine-(S)-2-carboxylic acid
Koehn, Uwe,Schramm, Andrea,Kloss, Florian,Goerls, Helmar,Arnold, Evelyn,Anders, Ernst
, p. 1735 - 1741 (2008/02/11)
Unsymmetrical chiral secondary vicinal diamines were synthesized by applying a modified three-step reaction. The key step in this sequence is a primary amine mediated ring opening reaction of a diastereomeric oxazolidinone derivative. A possible mechanism
Conformational arm-wrestling: Battles for stereochemical control in benzamides bearing matched and mismatched chiral 2- and 6-substituents
Clayden, Jonathan,Foricher, Yann J. Y.,Helliwell, Madeleine,Johnson, Paul,Mitjans, David,Vinader, Victoria
, p. 444 - 454 (2008/01/27)
The orientation of a tertiary amide group adjacent to an aromatic ring may be governed by the stereochemistry of an adjacent chiral substituent. With a chiral substituent in both ortho positions, matched/mismatched pairs of isomers result. Evidence for ma
Synthesis and application to asymmetric allylic amination of substituted monodonor diazaphospholidine ligands
Edwards, Christopher W.,Shipton, Mark R.,Alcock, Nathaniel W.,Clase, Howard,Wills, Martin
, p. 6473 - 6480 (2007/10/03)
The synthesis of a series of substituted monodonor diazaphospholidine ligands is described. A regioselective lithiation process is a key step in one of these syntheses. The compounds are designed to be incorporated into soluble polymer and other solid pha
