- Deuterated pyrrolidone derivative Pharmaceutical compositions and uses thereof
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The invention relates to a deuterated pyrrolidone derivative and a preparation method thereof, and also relates to application of the deuterated pyrrolidone derivative and a pharmaceutical composition thereof in treatment and prevention of metabolic disorder related diseases, and belongs to the field of medicines.
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Paragraph 0077-0079
(2021/10/27)
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- Synthesis of Enantioenriched α-Deuterated α-Amino Acids Enabled by an Organophotocatalytic Radical Approach
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A mild, versatile organophotoredox protocol has been developed for the preparation of diverse, enantioenriched α-deuterated α-amino acids. Distinct from the well-established two-electron transformations, this radical-based strategy offers the unrivaled ca
- Dong, Yue,Huang, He,Ji, Peng,Wang, Wei,Wei, Yongyi,Zhang, Yueteng
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supporting information
(2020/03/03)
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- Development and Scale-Up of Stereoretentive α-Deuteration of Amines
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A stereoretentive deuteration of amino acids and amines has been developed using ruthenium on carbon catalyst, hydrogen gas at atmospheric pressure, and deuterium oxide as a source of deuterium. The process was successfully scaled-up, avoiding the use of expensive and sensitive catalyst and avoiding the use of deuterium gas under pressure. High deuterium incorporation and high yield of labeled compounds were obtained by a simple filtration process.
- Michelotti, Alessia,Rodrigues, Fabien,Roche, Maxime
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supporting information
p. 1741 - 1744
(2017/11/24)
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- Enantiospecific C-H Activation Using Ruthenium Nanocatalysts
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The activation of C-H bonds has revolutionized modern synthetic chemistry. However, no general strategy for enantiospecific C-H activation has been developed to date. We herein report an enantiospecific C-H activation reaction followed by deuterium incorporation at stereogenic centers. Mechanistic studies suggest that the selectivity for the α-position of the directing heteroatom results from a four-membered dimetallacycle as the key intermediate. This work paves the way to novel molecular chemistry on nanoparticles.
- Taglang, Céline,Martínez-Prieto, Luis Miguel,Del Rosal, Iker,Maron, Laurent,Poteau, Romuald,Philippot, Karine,Chaudret, Bruno,Perato, Serge,Sam Lone, Ana?s,Puente, Céline,Dugave, Christophe,Rousseau, Bernard,Pieters, Grégory
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supporting information
p. 10474 - 10477
(2015/09/02)
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- Enantioselective synthesis of α-deuterium labelled chiral α-amino acids via dynamic kinetic resolution of racemic azlactones
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Catalytic dynamic kinetic resolution (DKR) of racemic azlactones with EtOD using squaramide-based dimeric cinchona alkaloid organocatalysts is shown to be a highly effective strategy for the preparation of enantiomerically pure α-deuterated chiral α-amino
- Oh, Joong-Suk,Kim, Kyung Il,Song, Choong Eui
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supporting information; experimental part
p. 7983 - 7985
(2012/01/04)
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- Simple and efficient preparation of (R)- and (S)-enantiomers of α-carbon deuterium-labelled α-amino acids
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A procedure for the synthesis of (R)- and (S)-enantiomers of α-carbon deuterium-labelled α-amino acids, exemplified for (R)- and (S)-[2-2H1]-Leu is described. Starting from the respective (S)- or (R)-enantiomer or from the racemic mixture of an α-amino acid the selective proton exchange at the α-carbon is carried out by racemization via a Schiff base in monodeuterated acetic acid as solvent which serves as deuterium source. After N-protection the racemic mixture is liquid chromatographically separated into the individual (R)- and (S)-enantiomers on preparative scale employing a chiral anion exchanger based on carbamoylated quinine as chiral selector. After deprotection the enantiomerically pure products can be obtained in good yields.
- Mitulovi, Goran,Laemmerhofer, Michael,Maier,Lindner, Wolfgang
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p. 449 - 461
(2007/10/03)
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- PREPARATION OF α-DEUTERATED L-AMINO ACIDS USING E. coli B/It7-A CELLS CONTAINING TRYPTOPHANASE
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A convenient method of preparation of α-deuterated L-amino acids via stereospecific isotope exchange in D2O catalyzed by lyophilized E. coli B/It7-A cells abundant in tryptophanase is reported
- Faleev, N. G.,Ruvinov, S. B.,Saporovskaya, M. B.,Belikov, V. M.,Zakomyrdina, L. N.,et al.
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p. 7051 - 7054
(2007/10/02)
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- PREPARATION OF α-DEUTERATED L-AMINO ACIDS USING E. coli CELLS CONTAINING TRYPTOPHANASE
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A preparative method has been developed to obtain a series of α-deuterated L-amino acids with high chemical yields and quantitative optical yields by stereospecific isotope exchange in D2O by the action of E. coli cells with high tryptophanase action.
- Faleev, N. G.,Ruvinov, S. B.,Saporovskaya, M. B.,Belikov, V. M.,Zakomyrdina, L. N.,et al.
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p. 2154 - 2156
(2007/10/02)
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- Asymmetric Synthesis of α-Deuterated α-Amino Acids through Nonenzymatic Transamination Reaction and the Determination of Their Enantiomeric Excesses
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Optically active α-deuterated α-amino acids were prepared in methanol-d through Zn2+-catalyzed transamination reaction between the chiral pyridoxamine analogs, (R)- or (S)-15-aminomethyl-14-hydroxy-5,5-dimethyl-2,8-dithia(2,5)pyridinophane and various α-keto acids with enantiomeric excesses ranging from 40 to 94percent.Aliphatic α-keto acids gave α-deuterated α-amino acids, whereas aromatic ones possessing a methylene group between the carbonyl group (ketone) and the aromatic ring underwent concomitant deuterium substitution at the active methylene group to give the amino acids deuterated at both α- and β-positions of the carbonyl group.The use of the (S)-pyridoxamine analog gave the (R)-deuterated α-amino acids in excess and vice versa.The enantiomeric excesses of the amino acids were determined through the analyses of 1H NMR spectra of the Schiff bases produced by the condensation of the amino acids with the chiral pyridoxal analog, (R)- or (S)-15-formyl-14-hydroxy-2,8-dithia(2,5)pyridinophane.The azomethine protons of the diastereomeric Schiff bases were clearly resolved in the spectrum and their intensities well reflected the amount of the diastereomers.
- Tachibana, Yoji,Ando, Makoto,Kuzuhara, Hiroyoshi
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p. 3652 - 3656
(2007/10/02)
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