534-03-2Relevant articles and documents
Novel method for producing 2-amino-1, 3-propylene glycol by JIT method
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Paragraph 0048-0051, (2021/11/26)
The invention belongs to the field of fine chemical engineering, and relates to a novel method for producing 2-amino-1, 3-propylene glycol by a JIT method, the novel method is composed of a catalytic chlorination reaction and a catalytic amination reaction, glycerol is chlorinated by hydrogen chloride under the catalysis of zinc chloride to obtain 2-chloro-1, 3-propylene glycol, and the 2-chloro-1, 3-propylene glycol is subjected to a catalytic reaction by urotropin to obtain 2-chloro-1, 3-propylene glycol.
One-pot biotransformation of glycerol into serinol catalysed by biocatalytic composites made of whole cells and immobilised enzymes
Ripoll, Magdalena,Velasco-Lozano, Susana,Jackson, Erienne,Diamanti, Eleftheria,Betancor, Lorena,López-Gallego, Fernando
supporting information, p. 1140 - 1146 (2021/02/26)
Biocatalytic cascades afford the development of economically sustainable and green processes. Herein we examined the unprecedented coupling of co-immobilisedGluconobacter oxydansand an isolated transaminase to synthesise serinol from glycerol. Through this approach, we manufactured up to 36 mM serinol, the highest titer ever reported for a non-fermentative biosynthesis. More importantly, similar productivities are obtained starting from the industrial by-product crude glycerol, demonstrating the possibilities of this hybrid heterogenenous biocatalyst for valorising bio-based raw materials.
2-amino-1, 3-propanediol synthesis process
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Paragraph 0007; 0017; 0018, (2019/04/06)
The invention discloses a 2-amino-1, 3-propanediol synthesis process. In a homogeneous system, nitromethane reacts with formalin in a methanol/water system by the aid of catalytic activity of organicalkali triethylamine catalysts to generate an intermediate product mainly comprising 2-nitro-1, 3-propanediol, the intermediate product is not separated in the homogeneous system, Raney nickel catalysts are directly added to perform catalytic hydrogenation reduction reaction and generate mixed mother solution taking 2-amino-1, 3-propanediol as a main product, and the mother solution is separated,concentrated, distilled, recrystallized, purified, separated and dried to obtain a finished product. Separation steps are simplified, the process is low in production equipment requirement, simple andconvenient in operation, less in wastewater discharge amount, low in cost and more suitable for industrial large-scale production and application, and the recycling rate of Raney nickels is effectively increased in the post-treatment process.
A non-noble metal continuous hydrogenation reduction method of preparing serinol
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Paragraph 0036; 0040-0068, (2019/04/10)
The invention belongs to the field of organic synthesis reaction, discloses a non-noble metal continuous hydrogenation reduction preparation of serinol method, characterized in that comprises the following steps: malonic acid dimethyl ester asia through nitration and reduction, preparation to obtain 2 - amino - 1, 3 - malonic acid dimethyl ester; comprising the 2 - amino - 1, 3 - malonic acid dimethyl ester, the reaction catalyst, non-homogeneous metal supported catalyst raw materials into the reactor for oxidation-reduction reaction, to obtain a mixed solution, in the prepared mixed solution in reaction adds the hydrogen, to obtain the product 2 - amino - 1, 3 - propylene glycol. The invention relates the ordinary non-homogeneous metal copper zinc-based alloy ternary to four ternary catalyst, greatly improves the reaction yield, reduce the reaction pressure, improves the safety of the reaction, the production cost is reduced, to a clean, high-efficiency, safety, environmental protection, continuous new hydrogenation process technology.
Serinol synthesis of new technology
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Page/Page column 4-7, (2018/04/01)
The invention relates to a serinol preparation method, and belongs to the technical field of serinol preparation through a reduction reaction, wherein serinol is an important intermediate of a non-ionic X-ray contrast agent iopamidol. According to the present invention, nitromethane and paraformaldehyde are adopted as raw materials, hydrogen is adopted as a reduction agent, and palladium/charcoal is adopted as a catalyst to prepare the serinol; and the method has characteristics of mature process, simple equipment and high serinol yield, and is suitable for industrial production.
Method for preparing polyamine by direct ammoniation of polyhydroxy compound
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Paragraph 0046; 0047; 0061; 0062, (2016/10/24)
A method for preparing polyamine by direct ammoniation of a polyhydroxy compound is disclosed. By using a polyhydroxy compound, ammonia gas or liquefied ammonia as a raw material and using a carrier-loaded liquid-phase reduced transition metal as a catalyst, an ammoniation reaction of the polyhydroxy compound under mild conditions is realized. The catalyst has high selectivity of polyamine. The catalyst can be recovered and recycled.
Insight into the mechanism of hydrogenation of amino acids to amino alcohols catalyzed by a heterogeneous MoOx-modified Rh catalyst
Tamura, Masazumi,Tamura, Riku,Takeda, Yasuyuki,Nakagawa, Yoshinao,Tomishige, Keiichi
, p. 3097 - 3107 (2015/02/05)
Hydrogenation of amino acids to amino alcohols is a promising utilization of natural amino acids. We found that MoOx-modified Rh/SiO2 (Rh-MoOx/SiO2) is an efficient heterogeneous catalyst for the reaction at low temperature (323 K) and the addition of a small amount of MoOx drastically increases the activity and selectivity. Here, we report the catalytic potential of Rh-MoOx/SiO2 and the results of kinetic and spectroscopic studies to elucidate the reaction mechanism of Rh-MoOx/SiO2 catalyzed hydrogenation of amino acids to amino alcohols. Rh-MoOx/SiO2 is superior to previously reported catalysts in terms of activity and substrate scope. This reaction proceeds by direct formation of an aldehyde intermediate from the carboxylic acid moiety, which is different from the reported reaction mechanism. This mechanism can be attributed to the reactive hydride species and substrate adsorption caused by MoOx modification of Rh metal, which results in high activity, selectivity, and enantioselectivity.
Characterization of a novel amine transaminase from Halomonas elongata
Cerioli, Lorenzo,Planchestainer, Matteo,Cassidy, Jennifer,Tessaro, Davide,Paradisi, Francesca
, p. 141 - 150 (2015/09/01)
Chiral amines are indispensable building blocks in the production of biologically active compounds. They are fundamental for the pharmaceutical industry, both as active molecules themselves and as chiral auxiliaries in asymmetric synthesis; however, the available synthetic strategies often present disadvantages. ω-Transaminases (ω-TAs) appear as an attractive alternative by driving the stereoselective amination of prochiral ketones. HEWT is a novel amine transaminase from the moderate halophilic bacterium, Halomonas elongata DSM 2581, which is highly (S)-selective, being able to fully convert (S)-1-phenylethylamine to acetophenone and showing no activity with the corresponding (R)-1-phenylethylamine. HEWT has a broad substrate scope, active with a range of amino donors and acceptors, and naturally accepts isopropylamine (IPA) as amino donor in asymmetric synthesis providing a 41% conversion of pyruvate in 24 h at 37°C starting with 1:1 molar ratio between the reagents. HEWT also accepts ortho-xylylenediamine as amino donor in for amine synthesis, in particular, with benzaldehyde yielding high conversions between 90 and 95%. The enzyme is also tolerant to the presence of cosolvents up to 20% making it a promising candidate for industrial applications.
Catalytic hydrogenation of amino acids to amino alcohols with complete retention of configuration
Tamura, Masazumi,Tamura, Riku,Takeda, Yasuyuki,Nakagawa, Yoshinao,Tomishige, Keiichi
, p. 6656 - 6659 (2014/06/10)
Rh-MoOx/SiO2 is an effective heterogeneous catalyst for selective hydrogenation of amino acids to amino alcohols in a water solvent. MoOx modification of Rh drastically enhanced the activity and improved the selectivity and ee. Various amino alcohols were obtained in high yields (90-94%) with complete retention of configuration. This journal is the Partner Organisations 2014.
Process for production of serinol and its bis-adduct
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Page/Page column 3-4, (2014/03/21)
An improved method for the production of 2-amino-1,3-propanediol (serinol) and its bis-adduct, 2,2′-iminobis-1,3-propanediol, from dihydroxyacetone and ammonia in the presence of a hydrogenation catalyst such as Raney nickel, followed by separation using an acidic ion-exchange resin.