138508-61-9Relevant articles and documents
Preferential Cryatallization of 2-Amino-2-phenylethanol and Its Application as a Resolving Agent
Saigo, Kazuhiko,Miura, Hisao,Ishizaki, Kozi,Nohira, Hiroyuki
, p. 1188 - 1190 (1982)
(+/-)-2-Amino-2-phenylethanol (phenylglycinol) prepared from (+/-)-2-amino-2-phenylacetic acid (DL-phenylglycine) by lithium aluminium hydride reduction was efficiently resolved into a pair of optically active forms by preferential crystallization.The optically active amino alcohol was successfully applied as a basic resolving agent to the resolution of tartaric acid, 2-hydroxy-2-phenylpropionic acid, 2-hydroxy-3-phenylpropionic acid, 2-phenylpropionic acid, and 2-phenyl-2-ureidoacetic acid.
Effects of grinding and humidification on the transformation of conglomerate to racemic compound in optically active drugs
Piyarom, Sujimon,Yonemochi, Etsuo,Oguchi, Toshio,Yamamoto, Keiji
, p. 384 - 389 (1997)
The effects of grinding and humidification on the transformation of conglomerate to racemic compound have been investigated by X-ray powder diffraction (XPD), differential scanning calorimetry (DSC) and infrared (IR) spectroscopy for leucine, norleucine, valine, serine, tartaric acid and malic acid. Racemic physical mixtures were prepared by physical mixing of equimolar quantities of D and L crystals using a mortar and pestle. Ground mixtures were obtained by grinding the physical mixtures with a vibrational mill. Humidification was performed by storing the physical mixtures and the ground mixtures in a desiccator containing saturated aqueous salt solutions at 40(o)C. When physical mixtures of malic acid, tartaric acid and serine were ground, the XPD peaks of the racemic compounds were observed. The XPD patterns of humidified physical mixtures of these compounds also showed the formation of the racemic compounds. This indicated that grinding or humidification of malic acid, tartaric acid and serine induced the transformation of conglomerate to racemic compound crystals. When, on the other hand, the physical mixtures of valine, leucine and norleucine were ground, peaks of racemic compounds were not detected in the XPD pattern. After humidification of the ground mixtures of valine, leucine and norleucine, however, the XPD peaks of racemic compounds were observed. DSC and IR studies revealed consistent results. We concluded that grinding or humidification of malic acid, tartaric acid and serine could induce the transformation of a conglomerate to racemic compound. In contrast, humidifying after grinding was needed to bring about the transformation in leucine, norleucine and valine.
Zwitterionic and anionic multinuclear pentacoordinate silicon(IV) complexes with bridging (R,R)-tartrato(4-) ligands and SiO5 skeletons: Synthesis and reactivity in aqueous solution
Theis, Bastian,Weiss, Joerg,Lippert, W. Peter,Bertermann, Ruediger,Burschka, Christian,Tacke, Reinhold
, p. 2202 - 2206 (2012)
Two nutrients in one molecule: A zwitterionic λ5Si, λ5Si′-disilicate (1) was synthesized and characterized. It contains ligands that exclusively derive from natural products ((R,R)-tartaric acid, choline). Hydrolysis of 1 yields 2, which shows a remarkable kinetic stability in water. Upon dissolution of 1 and 2 in water, the nutrients choline and orthosilicic acid are formed by hydrolysis Copyright
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Pfrepper,Pfrepper
, p. 197,198 (1964)
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Improved preparative electrochemical oxidation of d-glucose to d-glucaric acid
Ibert, Mathias,Fuertès, Patrick,Merbouh, Nabyl,Fiol-Petit, Catherine,Feasson, Christian,Marsais, Francis
, p. 3589 - 3594 (2010)
The 2,2,6,6-tetramethyl-1-piperidinyloxy free radical (TEMPO) mediated electrochemical oxidation of d-glucose to d-glucaric acid on a synthetically useful scale is reported. Using TEMPO and a graphite felt anode combined with a stainless steel cathode, d-glucose was oxidized under different conditions (pH, temperature, co-oxidant), and the reaction outcomes were analyzed. Optimized conditions for such oxidation are provided along with few new interesting results unique to this reaction, such as the appearance of a novel triacid.
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Kipping,Pope
, p. 103 (1909)
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Using indicator-displacement assays in test strips and to follow reaction kinetics
Nguyen, Binh T.,Wiskur, Sheryl L.,Anslyn, Eric V.
, p. 2499 - 2501 (2004)
(Matrix Presented) An indicator-displacement assay was used to study the kinetics of reactions that produce tartrate. The same assay was also found to be useful in developing tartrate test strips, by coating filter paper with the same receptor and indicator.
Efficient Catalysts for the Green Synthesis of Adipic Acid from Biomass
Deng, Weiping,Yan, Longfei,Wang, Binju,Zhang, Qihui,Song, Haiyan,Wang, Shanshan,Zhang, Qinghong,Wang, Ye
supporting information, p. 4712 - 4719 (2021/01/20)
Green synthesis of adipic acid from renewable biomass is a very attractive goal of sustainable chemistry. Herein, we report efficient catalysts for a two-step transformation of cellulose-derived glucose into adipic acid via glucaric acid. Carbon nanotube-supported platinum nanoparticles are found to work efficiently for the oxidation of glucose to glucaric acid. An activated carbon-supported bifunctional catalyst composed of rhenium oxide and palladium is discovered to be powerful for the removal of four hydroxyl groups in glucaric acid, affording adipic acid with a 99 % yield. Rhenium oxide functions for the deoxygenation but is less efficient for four hydroxyl group removal. The co-presence of palladium not only catalyzes the hydrogenation of olefin intermediates but also synergistically facilitates the deoxygenation. This work presents a green route for adipic acid synthesis and offers a bifunctional-catalysis strategy for efficient deoxygenation.
Bimetallic AuPt/TiO2Catalysts for Direct Oxidation of Glucose and Gluconic Acid to Tartaric Acid in the Presence of Molecular O2
Ding, Jie,Jin, Xin,Lai, Linyi,Liu, Mengyuan,Sun, Yu,Wang, Jinyao,Xia, Qi,Yan, Hao,Yang, Chaohe,Zhang, Guangyu,Zhang, Wenxiang
, p. 10932 - 10945 (2020/11/23)
Tartaric acid is an important industrial building block in the food and polymer industry. However, green manufacture of tartaric acid remains a grand challenge in this area. To date, chemical synthesis from nitric acid-facilitated glucose oxidation leads to only a one-pot aqueous-phase oxidation of glucose and gluconic acid using bimetallic AuPt/TiO2 catalysts in the presence of molecular O2, with ~50% yield toward tartaric acid at 110 °C and 2 MPa. Structural characterization and density functional theory (DFT) calculation reveal that the lattice mismatch between fcc Pt and bcc Au induces the formation of twinned boundaries in nanoclusters and Jahn-Teller distortion in an electronic field. Such structural and electronic reconfiguration leads to enhanced σ-activation of the C-H bond competing with π-πelectronic sharing of the C═O bond on the catalyst surface. As a result, both C-H (oxidation) and C-C (decarboxylation) bond cleavage reactions synergistically occur on the surface of bimetallic AuPt/TiO2 catalysts. Therefore, glucose and gluconic acid can be efficiently transformed into tartaric acid in a base-free medium. Lattice distortion-enhanced reconfiguration of the electronic field in Pt-based bimetallic nanocatalysts can be utilized in many other energy and environmental fields for catalyzing synergistic oxidation reactions.
Preparation method of 2-amino-5-bromopyridine
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Paragraph 0016; 0038-0046, (2020/05/05)
The invention belongs to the technical field of organic synthesis, and specifically relates to a preparation method of 2-amino-5-bromopyridine. The method comprises the following steps: 2-aminopyridine serves as a raw material, dichloromethane or trichloromethane serves as a solvent, 2-aminopyridine and phenyl trimethyl ammonium tribromide carry out reactions for 1-3 hours at the temperature of 20-50 DEG C, and the molar ratio of 2-aminopyridine to phenyl trimethyl ammonium tribromide is 0.7-1.4. The preparation method provided by the invention has the beneficial effects that (1) the generation of a large number of 3-position byproducts in a traditional preparation method is avoided, and the waste of raw materials and the load of subsequent separation are reduced; and (2) the raw materialnamely 2-aminopyridine is easy to obtain and low in cost, the synthesis route has the advantages of high yield and mild conditions, no 3-position byproduct is generated in the whole process, and the preparation method has an industrialization prospect.