140480-96-2Relevant academic research and scientific papers
Preparation method of maleimide
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Paragraph 0061; 0064-0065; 0070; 0073-0074, (2022/03/27)
The invention provides a preparation method of maleimide, which comprises the following steps: S1, reacting maleic anhydride with p-methoxybenzylamine to generate 3-(4-methoxybenzylamino) acrylic acid; step S2, enabling the 3-(4-methoxybenzyl carbamoyl) acrylic acid to react with acetic anhydride, so as to generate 1-(4-methoxybenzyl) maleimide; and S3, removing the 1-(4-methoxybenzyl) group from the 1-(4-methoxybenzyl) maleimide under the action of an oxidizing agent, so as to generate the maleimide. The preparation method provided by the embodiment of the invention has the advantages of short experimental route, high raw material safety, strong experimental operability and suitability for industrial production.
Graphene Oxide as a Carbocatalyst for a Diels–Alder Reaction in an Aqueous Medium
Girish, Yarabhally R.,Pandit, Subrata,Pandit, Subhendu,De, Mrinmoy
supporting information, p. 2393 - 2398 (2017/09/11)
The Diels–Alder (DA) reaction, a [4+2] cycloaddition reaction, is highly important in synthetic organic chemistry and is frequently used in the synthesis of natural products containing six-membered rings. Herein, we report an efficient protocol for the DA reaction between 9-hydroxymethylanthracene and N-substituted maleimides using two-dimensional graphene oxide (GO) as a heterogeneous carbocatalyst in an aqueous medium at room temperature. High yields, a wide substrate scope, low temperature, excellent functional group tolerance, atom economy, and water as a green solvent are noteworthy features of this protocol. The heterogeneous GO catalyst can be easily recovered and used multiple times without any significant loss in catalytic activity.
INHIBITORS OF IRES-MEDIATED PROTEIN SYNTHESIS
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Page/Page column 38; 39, (2017/12/18)
This disclosure relates to inhibitors of IRES-mediated protein synthesis, compositions comprising therapeutically effective amounts of these compounds, and methods of using those compounds and compositions in treating hyperproliferative disorders, e.g., cancers. This disclosure also relates to compositions comprising inhibitors of IRES-mediated protein synthesis and mTOR inhibitors, and to methods of treating cancer by conjoint administration of inhibitors of IRES-mediated protein synthesis and mTOR inhibitors.
An unexpected formation of the novel 7-oxa-2-azabicyclo[2.2.1]hept-5-ene skeleton during the reaction of furfurylamine with maleimides and their bioprospection using a zebrafish embryo model
Puerto Galvis, Carlos E.,Kouznetsov, Vladimir V.
, p. 407 - 411 (2013/02/25)
An unexpected intramolecular cyclization during the reaction of furfurylamine with maleimides is reported as a novel strategy for the efficient green synthesis of the 7-oxa-2-azabicyclo[2.2.1]hept-5-ene skeleton. Under the same reaction conditions, 7-oxabicyclo[2.2.1]hept-5-enes were synthesized when furfurylamine was N-protected by the acetyl group. Both types of bicycloheptenes were screened using the zebrafish model system for genetics and developmental biology. The Royal Society of Chemistry 2013.
Development of methods for the synthesis of libraries of substituted maleimides and α,β-unsaturated-γ-butyrolactams
Awuah, Emelia,Capretta, Alfredo
experimental part, p. 3122 - 3130 (2011/06/24)
Synthetic methods for the preparation of maleimide and α,β- unsaturated-γ-butyrolactam compound collections are described. These routes take advantage of Pd cross-coupling and conjugate addition/elimination reactions to permit the facile production of bisaryl-maleimides, anilinoaryl-maleimides, and bisanilino-maleimides while allowing control over the synthesis of symmetrical or nonsymmetrical derivatives. Similarly, the chemistry developed allows for the generation of bisaryl substituted α,β-unsaturated-γ-butyrolactams. The scope and limitations of the approaches are presented.
Total synthesis of (-)-2-epi-lentiginosine by use of chiral 5-hydroxy-1,5-dihydropyrrol-2-one as a building block
Muramatsu, Takayuki,Yamashita, Sho,Nakamura, Yumiko,Suzuki, Masahisa,Mase, Nobuyuki,Yoda, Hidemi,Takabe, Kunihiko
, p. 8956 - 8959 (2008/03/14)
We have developed a practical synthesis of the chiral lactam as a new chiral building block for alkaloid synthesis. Lipase-catalyzed kinetic resolution of hydroxylactam 8, followed by isolation-racemization of the chiral acetoxylactam 9 provided the optic
Multipolar interactions in the D pocket of thrombin: Large differences between tricyclic imide and lactam inhibitors
Schweizer, Eliane,Hoffmann-Roeder, Anja,Olsen, Jacob A.,Seiler, Paul,Obst-Sander, Ulrike,Wagner, Bjoern,Kansy, Manfred,Banner, David W.,Diederich, Franois
, p. 2364 - 2375 (2008/09/18)
Two series of tricyclic inhibitors of the serine protease thrombin, imides (±)-1-(±)-8 and lactams (±)-9-(±)-13, were analysed to evaluate contributions of orthogonal multipolar interactions with the backbone CO moiety of Asn98 to the free enthalpy of pro
SAR and 3D-QSAR studies on thiadiazolidinone derivatives: Exploration of structural requirements for glycogen synthase kinase 3 inhibitors
Martinez, Ana,Alonso, Mercedes,Castro, Ana,Dorronsoro, Isabel,Gelpí, J. Luis,Luque, F. Javier,Pérez, Conceptión,Moreno, Francisco J.
, p. 7103 - 7112 (2007/10/03)
The 2,4-disubstituted thiadiazolidinones (TDZD) are described as the first ATP-noncompetitive GSK-3 inhibitors. Following an SAR study about TDZD, different structural modifications in the heterocyclic ring aimed to test the influence of each heteroatom o
Thebaine adducts with maleimides. Synthesis and transformations
Shults,Shakirov,Tolstikov,Kalinin,Schmidhammer
, p. 1132 - 1144 (2007/10/03)
Diels-Alder reaction of thebaine with maleimides is structurally specific and yields [7,8,3′,4′]-succinimido-endo-ethenotetrahydrothebaines containing N′-alkyl, cycloalkyl, aralkyl or aryl substituents. N′-[1(S)-hydroxymethyl-2-methylpropyl]-succinimido-6,14-endo- ethenotetrahydrothebaine formed in reaction of S-valinol with (7α,8α)-anhydrido-6,14-endo-ethenotetrahydrothebaine. The reduction of the adducts by LiAlH4 afforded N′-substituted 7,8-pyrrolidino-endo-ethenotetrahydrothebaines. The reduction of fused succinimides by NaBH4 resulted in the corresponding 2′α-hydroxylactam derivatives. O-Demethylation of the tetrahydrothebaine pyrrolidine derivatives effected by BBr3 afforded compounds of the tetrahydrooripavine series. The O-demethylation of tetrahydrothebaine succinimide derivatives gave rise to the corresponding 6-demethyl-endo-ethenotetrahydrooripavines. Alkylation conditions were found for N′-(4-hydroxyphenethyl)-substituted tetrahydrothebaine succinimide derivatives. 2005 Pleiades Publishing, Inc.
Enzyme inhibitors
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Page/Page column 13, (2010/01/31)
Compounds of general formula (I): where A, E, G, X, Y and the bond - - - take various meanings are of use in the preparation of a pharmaceutical formulation, for example in the treatment of a disease in which GSK-3 is involved, including Alzheimer's disea
