177750-53-7Relevant academic research and scientific papers
Development of a continuous-flow system for asymmetric hydrogenation using self-supported chiral catalysts
Shi, Lei,Wang, Xingwang,Sandoval, Christian A.,Wang, Zheng,Li, Hongji,Wu, Jiang,Yu, Liting,Ding, Kuiling
, p. 9855 - 9867 (2009)
Well-designed, self-assembled, metal-organic frameworks were constructed by simple mixing of multitopic MonoPhos-based ligands (3; MonoPhos = chiral, monodentate phosphoramidites based on the 1,1′-bi-2naphthol platform) and [Rh(cod)2]BF4/
A fast and sensitive assay for measuring the activity and enantioselectivity of transaminases
Hopwood, Jennifer,Truppo, Matthew D.,Turner, Nicholas J.,Lloyd, Richard C.
, p. 773 - 775 (2011)
A fast and sensitive method for screening transaminase activity and enantioselectivity, using d- and l-amino acid oxidases, allows new amine substrates to be rapidly identified. The Royal Society of Chemistry 2011.
Chemoenzymatic dynamic kinetic resolution of primary amines
Paetzold, Jens,Baeckvall, Jan E.
, p. 17620 - 17621 (2005)
An efficient process for dynamic kinetic resolution of amines was developed by combining a ruthenium-catalyzed racemization with a lipase-catalyzed resolution. A variety of unfunctionalized primary amines were transformed into one enantiomer of the amide in high yield and high enantioselectivity. Copyright
Highly enantioselective hydrogenation of enamides catalyzed by rhodium-monodentate phosphoramidite complex derived from H8-BINOL
Li, Xingshu,Jia, Xian,Lu, Gui,Au-Yeung, Terry T.-L.,Lam, Kim-Hung,Lo, Thomas W. H.,Chan, Albert S. C.
, p. 2687 - 2691 (2003)
A series of monodentate phosphoramidite ligands derived from H 8-BINOL have been synthesized. The ligands are used in the Rh-catalyzed asymmetric hydrogenation of enamides to give the acetamides in up to 99% ee.
IL4I1 INHIBITORS AND METHODS OF USE
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Page/Page column 86-87, (2021/11/13)
Described herein are compounds of Formula I or a pharmaceutically acceptable salt thereof. The compounds of Formula I act as IL4I1 inhibitors and can be useful in preventing, treating or acting as a remedial agent for IL4I1-related diseases.
Biocatalytic, Intermolecular C?H Bond Functionalization for the Synthesis of Enantioenriched Amides
Arnold, Frances H.,Athavale, Soumitra V.,Gao, Shilong,Hirschi, Jennifer S.,Liu, Zhen,Mallojjala, Sharath Chandra
supporting information, p. 24864 - 24869 (2021/10/15)
Directed evolution of heme proteins has opened access to new-to-nature enzymatic activity that can be harnessed to tackle synthetic challenges. Among these, reactions resulting from active site iron-nitrenoid intermediates present a powerful strategy to forge C?N bonds with high site- and stereoselectivity. Here we report a biocatalytic, intermolecular benzylic C?H amidation reaction operating at mild and scalable conditions. With hydroxamate esters as nitrene precursors, feedstock aromatic compounds can be converted to chiral amides with excellent enantioselectivity (up to >99 % ee) and high yields (up to 87 %). Kinetic and computational analysis of the enzymatic reaction reveals rate-determining nitrenoid formation followed by stepwise hydrogen atom transfer-mediated C?H functionalization.
Diaza-Crown Ether-Bridged Chiral Diphosphoramidite Ligands: Synthesis and Applications in Asymmetric Catalysis
Luo, Yier,Ouyang, Guanghui,Tang, Yuping,He, Yan-Mei,Fan, Qing-Hua
, p. 8176 - 8184 (2020/07/15)
A small library of diaza-crown ether-bridged chiral diphosphoramidite ligands was prepared. In the rhodium-catalyzed asymmetric hydrogenation and hydroformylation reactions, these ligands exhibited distinct properties in catalytic activity and/or enantioselectivity. Hydrogenated products with opposite absolute configurations could be obtained in high yields with excellent ee values by utilizing (S,S)-L1 and (S,S)-L3, respectively. Meanwhile, the addition of alkali metal cations caused variations in catalytic outcomes, showing the supramolecular tunability of these Rh/diphosphoramidite catalytic systems.
Development of robust heterogeneous chiral rhodium catalysts utilizing acid?base and electrostatic interactions for efficient continuous-flow asymmetric hydrogenations
Saito, Yuki,Kobayashi, Shu
supporting information, p. 16546 - 16551 (2020/11/09)
Heterogeneous chiral Rh catalysts based on acid?base and electrostatic interactions have been developed. The robust catalysts demonstrate high activity and selectivity in the continuous-flow asymmetric hydrogenation of a wide variety of enamides and dehyd
Asymmetric Synthesis of Chiral Primary Amines by Ruthenium-Catalyzed Direct Reductive Amination of Alkyl Aryl Ketones with Ammonium Salts and Molecular H2
Tan, Xuefeng,Gao, Shuang,Zeng, Weijun,Xin, Shan,Yin, Qin,Zhang, Xumu
, p. 2024 - 2027 (2018/02/19)
A ruthenium/C3-TunePhos catalytic system has been identified for highly efficient direct reductive amination of simple ketones. The strategy makes use of ammonium acetate as the amine source and H2 as the reductant and is a user-friendly and operatively simple access to industrially relevant primary amines. Excellent enantiocontrol (>90% ee for most cases) was achieved with a wide range of alkyl aryl ketones. The practicability of this methodology has been highlighted by scalable synthesis of key intermediates of three drug molecules. Moreover, an improved synthetic route to the optimal diphosphine ligand C3-TunePhos is also presented.
Method for synthesis of (R)-1-(4-methyl phenyl) ethylamine
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Paragraph 0109; 0111-0116, (2018/11/03)
The invention discloses a method for synthesis of (R)-1-(4-methyl phenyl) ethylamine. The method includes: subjecting a compound 3 to deacylation to obtain (R)-1-(4-methyl phenyl) ethylamine in a C4-C10 monoalcohol solvent and in the presence of alkali metal hydroxide, wherein R refers to ethanoyl, propionyl or butyryl. The method is low in synthesis cost, simple in step, safe in operation, low inby-products, simple in aftertreatment, easy to purify intermediate products and final products, high in whole yield, high in final product purity and easy in industrialization.
