20296-08-6Relevant academic research and scientific papers
Chiral Surfactant-Type Catalyst: Enantioselective Reduction of Long-Chain Aliphatic Ketoesters in Water
Lin, Zechao,Li, Jiahong,Huang, Qingfei,Huang, Qiuya,Wang, Qiwei,Tang, Lei,Gong, Deying,Yang, Jun,Zhu, Jin,Deng, Jingen
, p. 4419 - 4429 (2015)
A series of amphiphilic ligands were designed and synthesized. The rhodium complexes with the ligands were applied to the asymmetric transfer hydrogenation of broad range of long-chained aliphatic ketoesters in neat water. Quantitative conversion and excellent enantioselectivity (up to 99% ee) was observed for α-, β-, γ-, δ- and ε-ketoesters as well as for α- and β-acyloxyketone using chiral surfactant-type catalyst 2. The CH/π interaction and the strong hydrophobic interaction of long aliphatic chains between the catalyst and the substrate in the metallomicelle core played a key role in the catalytic transition state. Synergistic effects between the metal-catalyzed site and the hydrophobic microenvironment of the core in the micelle contributed to high stereoselectivity. (Chemical Equation Presented).
A Strategy for Amide to β-Oxo Ester Transformation via N-Alkenoxypyridinium Salts as the Activator and H2O as the Nucleophile
Wu, Nan,Li, Chuang,Mi, Jiajia,Zheng, Yan,Xu, Zhou
, p. 7118 - 7122 (2020)
N-Alkenoxypyridinium salts were found to be highly active electrophilic reagents that could be used to activate the C-N bond of amides. Both aromatic amides and aliphatic amides could be transformed into the corresponding β-oxo esters with good yields via the combined use of N-alkenoxypyridinium salts and water. The methodology proceeds under mild reaction conditions and is tolerant of various functional groups in both reaction partners.
Method for preparation of ester compound from amide
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Paragraph 0120-0123, (2020/01/25)
The invention discloses a method for preparation of an ester compound from amide. The method includes: subjecting a uniformly mixed reaction system containing amide, an enol salt and water to reactionat a temperature of 30-150DEG C to obtain an ester comp
Straightforward and highly efficient synthesis of α-acetoxy ketones through gold-catalyzed intermolecular oxidation of terminal alkynes
Wu, Chao,Liang, Zhiwu,Yan, Dong,He, Weimin,Xiang, Jiannan
, p. 2605 - 2611 (2013/09/24)
A variety of terminal alkynes were efficiently converted into the corresponding α-acetoxy ketones through gold-catalyzed intermolecular oxidation in the presence of 8-methylquinoline 1-oxide as the oxidant. The reaction probably proceeds through an α-oxo gold carbene intermolecular O-H insertion.
Studies on the chemistry and reactivity of α-substituted ketones in isonitrile-based multicomponent reactions
Fan, Lijun,Adams, Ashley M.,Polisar, Jason G.,Ganem, Bruce
experimental part, p. 9720 - 9726 (2009/04/07)
(Chemical Equation Presented) Using the Passerini and Ugi reactions as representative tests, the utility of several α-substituted ketones R-CO-CH2-X (X = sulfonyloxy, acyloxy, azido, halo, hydroxy, and sulfonyl) in isonitrile-based multicompone
Multicomponent reaction design: a one-pot route to substituted di-O-acylglyceric acid amides from α-diazoketones
Fan, Lijun,Adams, Ashley M.,Ganem, Bruce
body text, p. 5983 - 5985 (2009/04/11)
A four-component assembly of substituted di-O-acylglyceric acid amides has been developed from α-diazoketones. The process involves copper-catalyzed reaction of the α-diazoketone with a carboxylic acid, and subsequent Passerini condensation of the in situ formed α-acyloxyketone.
Methods and Compositions for Treatment of Scleritis and Related Disorders
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Page/Page column 30-31, (2008/12/05)
The present teachings relate to the field of anti-inflammatory substances and more particularly to compounds that are useful for the treatment of scleritis, a scleritis symptom, or a scleritis-related disorder. In one aspect, methods of treating scleritis, a scleritis symptom, or a scleritis-related disorder generally include administering to a subject a compound of Formula I: or a pharmaceutically acceptable salt, hydrate or ester thereof, wherein W1, W2, R1, L, X, Y, Z, and n1 are defined as described herein.
2-(4-Chlorobenzyl)-3-hydroxy-7,8,9,10-tetrahydrobenzo[H] quinoline-4-carboxylic acid (PSI-697): Identification of a clinical candidate from the quinoline salicylic acid series of P-selectin antagonists
Kaila, Neelu,Janz, Kristin,Huang, Adrian,Moretto, Alessandro,DeBernardo, Silvano,Bedard, Patricia W.,Tam, Steve,Clerin, Valerie,Keith Jr., James C.,Tsao, Desirée H.H.,Sushkova, Natalia,Shaw, Gray D.,Camphausen, Raymond T.,Schaub, Robert G.,Wang, Qin
, p. 40 - 64 (2007/10/03)
P-selectin-PSGL-1 interaction causes rolling of leukocytes on the endothelial cell surface, which subsequently leads to firm adherence and leukocyte transmigration through the vessel wall into the surrounding tissues. P-selectin is upregulated on the surface of both platelets and endothelium in a variety of atherosclerosis-associated conditions. Consequently, inhibition of this interaction by means of a small molecule P-selectin antagonist is an attractive strategy for the treatment of atherosclerosis. High-throughput screening and subsequent analoging had led to the identification of compound 1 as the lead candidate. Herein, we report the continuation of this work and the discovery of a second-generation series, the tetrahydrobenzoquinoline salicylic acids. These compounds have improved pharmacokinetic properties, and a number of them have shown oral efficacy in mouse and rat models of atherogenesis and vascular injury. The lead 31 (PSI-697), is currently in clinical development for the treatment of atherothrombotic vascular events.
Methods and compositions for selectin inhibition
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Page/Page column 30, (2008/06/13)
The present invention relates to the field of anti-inflammatory substances, and more particularly to novel compounds that act as antagonists of the mammalian adhesion proteins known as selectins. In some embodiments, methods for treating selectin mediated disorders are provided which include administration of compound of Formula I: wherein the constituent variables are defined herein.
TANDEM -CYCLOADDITION -SIGMATROPIC REARRANGEMENT REACTION OF ALLENYL SULFOXIDES WITH NITRONES
Padwa, Albert,Norman, Bryan H.,Perumattam, John
, p. 663 - 666 (2007/10/02)
The cycloaddition reaction of 2,4-dinitrophenylsulfinylpropadiene with several nitrones has been investigated.The initial 3+2-cycloadduct readily undergoes a subsequent 2,3-sigmatropic rearrangement.
