81 results about "Reductive amination" patented technology

The invention discloses preparation and application of a reductive amination catalyst. The preparation method of the catalyst comprises the following steps: step 1, preparing an SrTiO3 carrier; step 2, loading a nickel source into the prepared SrTiO3 carrier to form a nickel-loaded SrTiO3 catalyst precursor; and step 3, roasting the SrTiO3 catalyst precursor to obtain the SrTiO3 loaded nickel catalyst. Large-scale production of the non-noble metal catalyst is realized by adopting a co-precipitation method and an impregnation method which are simple in process and environment-friendly under the condition of room temperature, the obtained material can be used for reductive amination reaction of acetophenone under the condition of taking water as a solvent and shows excellent catalytic performance, and after 50 times of application, the acetophenone conversion rate is gt; the selectivity of alpha-phenylethylamine is gt; the selectivity of the alpha-phenethyl alcohol is 1t; and 2%.

A process for producing amines by reductive amination, the process includes introducing a feed stream, the feed stream comprising an amino alcohol and a reducing agent, and hydrogen in a reaction zone of a reactor, and contacting the feed stream with a catalyst in the reaction zone. A hydrogen flow rate into the reaction zone is adjusted, and a product stream comprising ethyleneamines is extracted. The catalyst includes a carrier component selected from alumina, silica, and combinations thereof; and an active component having a first metal, a second metal, and a third metal. The first metal is selected from cobalt, nickel, and copper, the second metal is selected from rhenium, ruthenium, chromium, zinc, sodium, calcium, magnesium, strontium, lithium, potassium, barium, cesium, lanthanum, tungsten, iron, silver, titanium, manganese, aluminum, rhodium, platinum, palladium, iridium, and combinations thereof, and the third metal is niobium.

This application relates to a terphenylamine skeleton compound, its preparation method, and its application, belonging to the field of chemical synthesis technology. The preparation method of the terphenylamine skeleton compound of this application includes the following steps: dissolving 2,4,6-triphenylaniline with thiazole-4-carboxaldehyde or thiophene-3-carboxaldehyde in a solvent, conducting a reductive amination reaction under reducing agent conditions, quenching, extraction, washing, concentration to remove solvent, and purification to obtain the terphenylamine skeleton compound. This application provides a simple and mild synthetic method for the natural active products 5'-phenyl-N-(thiazol-4-ylmethyl)-[1,1':3',1''-terphenyl]-2'-amine and 5'-phenyl-N-(thiophene-3-ylmethyl)-[1,1':3',1''-terphenyl]-2'-amine, which can only be extracted from the secondary metabolites of the marine fungus Aspergillus sp. Furthermore, this method utilizes widely available raw materials, which is beneficial for large-scale industrial production of these natural active products.

The invention belongs to the technical field of medicine synthesis, and particularly relates to a preparation method of brexpiprazole. The preparation method comprises the following steps: by taking a compound 4-amino benzo [b] thiophene and chloroacetaldehyde as starting materials, carrying out substitution reaction to prepare an intermediate 2, 2 '-(benzo [b] thiophene-4-yl azane diyl) diacetaldehyde, and then carrying out reductive amination reaction on the intermediate 2, 2'-(benzo [b] thiophene-4-yl azane diyl) diacetaldehyde and 7-(4-amino butoxy) quinoline-2 (1H)-ketone to construct a piperazine ring, thereby preparing the target product bupremizole I, the product obtained by the process has high yield and purity, and is suitable for industrial production.

The application discloses a synthesis process of (-)-alpha-lycorane alkaloid and belongs to the technical field of organic synthesis chemistry. (2Z,4E)-7,7-diethoxy-3-hydroxyhepta-2,4-dienoic acid methyl ester and 3,4-methylenedioxy-beta-nitrostyrene are used as starting materials, and (-)-alpha-lycorane is obtained through catalytic asymmetric tandem Michael addition reaction, nitro reduction amination reaction, Boc amidation reaction, Bischler-Napieralski cyclization reaction, ketone enolization tandem esterification reaction, enol triflate reductive hydrogenolysis reaction and amide reduction reaction in sequence. (-)-Alpha-lycorane has a four-membered ring core skeleton of pyrrole-phenanthridine ring, has good in-vitro tumor inhibition activity and cell proliferation growth inhibition activity. The synthesis process can realize efficient, simple and full synthesis of (-)-alpha-lycorane.

A process for the preparation of N-methylmorpholine comprising continuously feeding morpholine, a formaldehyde solution and hydrogen to at least one reactor containing a heterogeneous hydrogenation catalyst comprising cobalt and copper, and subjecting the morpholine and formaldehyde to reductive amination to obtain N-methylmorpholine wherein the fed formaldehyde solution is a formaldehyde methanol solution.

Mutants M203A and M203A / S241L of the reductive amination enzyme IR-G36-M5 are provided, as well as the use of said mutants in the catalytic asymmetric reductive amination synthesis of (R)-N-Boc-3-cyclopropylpiperidine or (R)-N-Boc-3-cyclopropylazheptanane.

This invention discloses a compound of formula I and a method for preparing minocycline hydrochloride. The method for preparing compound I involves dissolving 6-demethyltetracycline in acidic water, adding a chlorination reagent for chlorination, then adding p-aminobenzenesulfonic acid diazonium hydrochloride and alkaline solution for coupling reaction, followed by post-treatment. The method for preparing minocycline hydrochloride uses 6-demethyltetracycline as a starting material, proceeding through the intermediate of compound I, and removing the C7 chlorine, p-aminobenzenesulfonic acid group, and C6 hydroxyl group via catalytic hydrogenation, followed by reductive amination and post-treatment. This invention achieves low-pressure palladium-carbon catalytic removal of the C6 hydroxyl group by introducing an electron-donating amino group at the C7 position, eliminating the need for expensive rhodium-carbon catalysts. The reaction conditions are mild, column chromatography purification is unnecessary, the overall yield is ≥85%, and the product purity is ≥96%, making it suitable for industrial production.

This invention relates to a high-efficiency outdoor flame retardant additive, its preparation method, and its application, belonging to the field of polymer material additives technology. This high-efficiency flame retardant additive has N,N'-di(3-aminopropyl)-1,2-ethylenediamine as its main chain, linked with dialkoxy-monochlorotriazine, containing six N-cyclohexyloxy hindered amine groups, with a purity ≥99.5% and a total yield ≥80%. It is prepared from 2,2,6,6-tetramethylpiperidone nitroxide radical, cyclohexane, etc., via N-cyclohexyloxylation, reductive amination, N-acylation, and nucleophilic substitution reactions. Adding 0.5~3.0 wt% of this stabilizer to polypropylene materials can impart UL-94 VTM-0 flame retardancy and excellent photothermal stability. Furthermore, the preparation process is low-cost and environmentally friendly, solving the technical problems of easy deactivation of hindered amines, functional separation of additives, and low yield in traditional synthesis processes. It is suitable for polypropylene fibers, films, nonwoven fabrics, and other polyolefin products.

The present application relates to the technical field of plant nutrient solution, in particular to a plant nutrient solution for potted landscape flowers and a preparation process thereof.The preparation process of the plant nutrient solution comprises the following steps: preparing an oxidized alginate-lysine compound; preparing a methylthiophanate sodium salt derivative; preparing a silver ion alkaloid compound; and preparing the plant nutrient solution for potted landscape flowers.The present application oxidizes the alginate to form an oxidized alginate through periodate, which exposes a large number of highly active aldehyde groups on the molecular chain, and these aldehyde groups further undergo reductive amination reaction with the amino groups of lysine to form an oxidized alginate-lysine compound through covalent bonding, and the metal cation trace elements in the nutrient solution are stably carried through chelation to form an organic small molecule chelate, which avoids being fixed by soil, is more easily absorbed by the root system and is efficiently transported in the plant body, realizes sustained stimulation and nutrition supply, and thus can play a biological regulation function of promoting growth and improving stress resistance for a long time and in a slow-release manner.

The invention relates to the technical field of medicine synthesis, in particular to C3 and C20 N-containing pregnane type steroid alkaloid derivatives as well as a preparation method and application thereof. A pregnane type steroid alkaloid skeleton in Miao medicine tri-silver is used as a template, a steroid compound epiandrosterone is used as a raw material, C3-site and C20-site keto compounds are obtained through Wittig alkylenation reaction and oxidation, and the C3-site and C20-site keto compounds are subjected to continuous reductive amination reaction to obtain a series of pregnane type steroid alkaloid derivatives containing N at C3 site and C20 site simultaneously. The C3 and C20 N-containing pregnane type steroid alkaloid derivatives provided by the invention have remarkable anti-inflammatory and anti-gastric ulcer activity, and a scientific basis is provided for searching novel anti-inflammatory and anti-gastric ulcer lead compounds with high selectivity and safety and developing novel anti-inflammatory and anti-gastric ulcer medicines.

The invention provides a method for separating cis-trans isomers of astaxanthin. The method comprises the following steps: P1, packing and balancing; p2, sample loading: dissolving an astaxanthin raw material in a sample loading solvent, filtering, and loading filtrate to the top end of the chromatographic column balanced in the step P1; p3, gradient elution: carrying out staged elution by using a first elution solvent, a second elution solvent and a third elution solvent in sequence, and collecting effluent in a staged manner; p4, separation and purification; the amido-functionalized silica gel adsorbent takes porous silica gel as a matrix, and the surface of the porous silica gel is bonded with a steric hindrance amido functional group formed by a reductive amination reaction of branched chain fatty aldehyde and an aminopropyl silanization group. According to the method, the silica gel adsorbent with the steric hindrance amino functional group and an optimized stage elution procedure are designed to have a synergistic effect, and high-efficiency and high-selectivity synchronous separation of the astaxanthin cis-trans isomers is realized on conventional chromatographic equipment.

The present application relates to Cu-based multimetallic catalyst and preparation method and application in the preparation of binary amine by the amination of binary acid / dimethyl ester compound; the catalyst is Cu 0 -Cu⁺‑M X , M is one or more metal elements selected from one or more of Zn, Al, Cu 0 Coexist with Cu⁺ in the form of bivalent state; the catalyst preparation method is simple, the raw material is cheap, and the catalyst can be reused, and after 5 cycles, the catalytic performance remains stable, and the conversion rate and yield decrease less than 5%; it is suitable for one-pot reduction amination reaction of binary acid and dimethyl ester, and high-efficiency conversion is realized under mild conditions, and the product yield and selectivity are significantly higher than those of traditional single-metal catalyst. The product is directly subjected to GC-MS and FID qualitative and quantitative analysis; the product yield is high, the yield of nonanediamine and decanediamine reaches 99.9%, and the problem of difficult reaction selectivity control, many side reactions and complex product distribution in the prior art is solved.

The present invention relates to a process for the preparation of highly pure enantiomer of Fezolinetant, and in particular highly pure (R)-Fezolinetant. The invention also relates to chiral resolution by acid for the preparation of highly pure R-Fezolinetant. Additionally, the invention relates to a process for preparing intermediates useful for the preparation of (R)-Fezolinetant, their uses and a process for preparing (R)-Fezolinetant. In particular, the intermediate (R)-3-methylpiperazin-2-one is prepared by reductive amination with an imine reductase from Myxococcus stipitatus and ethylene diamine and ethyl pyruvate.

The invention discloses a heterogeneous cobalt-based coordination catalyst as well as a preparation method and application thereof. The cobalt-based catalyst comprises a carrier and an active component, the active component is a cobalt species, and the carrier is an oxide / molecular sieve / carbon material. The heterogeneous cobalt-based coordination catalyst is obtained by coordinating an ionic liquid and a metal salt, loading the coordinated ionic liquid and metal salt on a carrier and calcining the carrier. The cobalt species in the catalyst exist in the form of cobalt nanoparticles and cobalt-Nx, and can promote the aldehyde reductive amination reaction to generate primary amine with high selectivity. The catalyst adopted by the invention is environment-friendly, small in dosage and excellent in catalytic performance, can realize high-selectivity and high-yield synthesis of primary amine by catalyzing the aldehyde reductive amination reaction, and has the advantages of mild reaction conditions, easiness in separation and recovery and the like.

The application discloses a method for preparing 2,5-bis(aminomethyl)furan. The method comprises the following steps: loading 5-hydroxymethylfurfural and ammonia into a reaction kettle loaded with a catalyst, introducing hydrogen into the reaction kettle, and reacting at 150 DEG C to 190 DEG C for 10 to 14 hours to generate 2,5-bis(aminomethyl)furan through a reductive amination reaction; the catalyst is a core-shell structure, and is composed of a silica shell and a metal core; the metal core is metal M, which is Ni or Co; and the molar ratio of the silica to the metal M is 0.1 to 0.3. The application has no by-products, no pollution, less waste, and the conversion rate of 5-hydroxymethylfurfural can reach 99%, the selectivity of 2,5-bis(aminomethyl)furan is 99%, and the green and sustainable production of 2,5-bis(aminomethyl)furan is realized.

The invention relates to a preparation method of a paliperidone palmitate key intermediate, which comprises the following steps: by taking formic acid as a solvent, carrying out reductive amination reaction on 3-methoxy-2-piperidone (SM1) and ammonium formate to obtain 3-methoxy-2-aminopiperidine, and then dehydrating the 3-methoxy-2-aminopiperidine and 3-acetyl-4, 5-dihydro-2 (3H)-furanone (ADHF) in the presence of p-toluenesulfonic acid to obtain an intermediate 2, 3-dimethoxy-2-piperidone. The preparation method comprises the following steps: carrying out a chlorination reaction on an intermediate 2 and oxalyl chloride to obtain an intermediate 3, and carrying out demethylation on the intermediate 3 in 48% HBr to obtain a target product 3-(2-chloroethyl)-9-hydroxy-2-methyl-6, 7, 8, 9-tetrahydro-4H-pyridine [1, 2-a] pyrimidine-4-ketone. According to the method, the production cost is remarkably reduced, the operation is simple, the reaction condition is mild, and the method is suitable for industrial production.

The invention belongs to the technical field of medicine synthesis, and particularly relates to a novel method for synthesizing brexpiprazole. 4-piperazinyl benzothiophene and 4-bromobutyraldehyde are used as starting materials, a brominated intermediate compound with high activity is prepared through a reductive amination reaction, the brominated intermediate compound and 7-hydroxy-2H-benzopyran-2-ketone are subjected to a substitution reaction to prepare the target product burepidazole, and the product obtained through the process has high yield and purity and is suitable for industrial production.

The present invention relates to a compound of formula (I) (G-X-NH) o-Y wherein: G is a glycan comprising n monosaccharide units linked by a glycosidic bond; n is an integer of monosaccharide units connected through a glucosidic bond, preferably n is 2 to 200, more preferably 2 to 100, and most preferably 2 to 20 monosaccharide units; o is an integer of 0 to 10, if Y is a peptide or protein, Y corresponds to an integer of 1 to 10, preferably an integer of 1 to 5, per 10 kDa of peptide or protein; x is based on an aldose, linked via a glycosidic bond to G and wherein the aldehyde group of the aldose has reacted with the primary amino group of the group Y to obtain a product of formula (I) wherein the aldehyde group of the aldose has been reduced in form in formula (I) to the corresponding secondary amino group preferably by reductive amination to obtain the secondary amino group of formula (I); and Y is selected from amino acids, peptides and proteins.

The present application relates to a kind of catalyst and its preparation method and application, belong to catalytic field.The catalyst includes metal-based active component and surface metal oxide active component;The metal-based active component includes at least one of nickel-based catalyst or cobalt-based catalyst;The surface metal oxide active component includes at least one of tungsten oxide or molybdenum oxide deposited on the surface of metal-based active component.The catalyst can be used for the preparation of multistage amine, and its operation is simple.The catalyst has high activity, high safety, high selectivity and good stability for reduction amination reaction, can be repeatedly used, is conducive to improving the quality and quality stability of product, reduces process cost, modification cost is low, is conducive to large-scale production.

The invention discloses a method for preparing (S)-1-methoxy-2-propylamine through an enzyme cascade reaction, and belongs to the technical field of biological catalysis, the method comprises the following steps: S1, in the presence of an amino donor, 1-methoxy-2-propanol is subjected to a reaction under the catalysis of alcohol dehydrogenase, amine dehydrogenase and coenzyme; s2, glucose dehydrogenase and glucose are added in the reaction process for continuous reaction, and (S)-1-methoxy-2-propylamine is obtained; according to the method, a coenzyme self-sufficient cascade reaction system can be formed, oxidation of alcohol and reductive amination reaction of corresponding ketone are achieved, meanwhile, glucose dehydrogenase is introduced, conversion reaction from ketone to amine can be promoted, the final conversion rate is increased, the method does not need intermediate separation, and the cost is low. (S)-1-methoxy-2-propylamine with high conversion rate and high stereoselectivity can be obtained under the condition of lower dosage of an amino donor, and the method has a good industrial application prospect.

The invention relates to an asymmetric synthesis method of allocolchicine, which is characterized in that 3-hydroxyacetophenone is used as an initial raw material, a key chiral center is constructed by using a ruthenium-catalyzed asymmetric reductive amination reaction, three different allocolchicine drugs are rapidly constructed through the steps of intermolecular Suzuki coupling, intramolecular oxidation cyclization and the like, the route is simple and efficient, and the method is suitable for industrial production. The method has the advantages of no introduction and removal of chemical protecting groups, no dangerous reactions such as long-term high-temperature pressurization, hydrogenation and the like, capability of obtaining the allocolchicine compound only through three to four steps of reactions, safety, greenness, environmental protection and low raw material cost.

The invention discloses a method for synthesizing N-methyl-piperidine ethanol through reductive amination and application, and the method comprises the following steps: S1, mixing 2-piperidine ethanol as a reaction substrate with formaldehyde in the presence or absence of a solvent, adding a catalyst, introducing hydrogen, and reacting at the reaction temperature of 60-200 DEG C and the hydrogen pressure of 1.0-5.0 MPa to prepare a reaction solution containing a product, wherein the molar ratio of the 2-piperidine ethanol to the formaldehyde is 1: (1.1-1.5), and the catalyst is a NiZn / Al2O3 catalyst; s2, after the catalyst is recovered, when the solvent exists, the reaction liquid is subjected to reduced-pressure solvent recovery and then subjected to reduced-pressure rectification, and when the solvent does not exist, the reaction liquid is subjected to reduced-pressure rectification; and collecting fractions at 92-94 DEG C / 2 kPa in vacuum rectification to obtain the N-methyl-piperidine ethanol. The method has the advantages of high atom economy, green and environment-friendly production process, high yield and high selectivity, and is suitable for industrial large-scale production of N-methyl-piperidine ethanol.

The application discloses a preparation method of a dispersant for ceramics and belongs to the technical field of ceramic dispersants. The method uses 4-carboxyl-4'-bromoterphenyl, 4-formylphenylboronic acid, dopamine and amino-terminated polyethylene glycol monomethyl ether as raw materials, and the target dispersant is prepared through three-step reactions of Suzuki coupling, reductive amination and amidation. The prepared dispersant has an accurate structure of "dopamine double-site anchoring-terphenyl rigid skeleton-pure polyether hydrophilic end", is firmly anchored on the ceramic surface through synergistic adsorption of coordination bonds and double hydrogen bonds, and realizes spontaneous vertical orientation adsorption of molecules by relying on the solvation pulling force of the polyether chain and the leverage effect of the rigid skeleton. The dispersant can significantly reduce the viscosity of ceramic slurry, improve the storage stability and green strength, and has low high-temperature residual ash content, and is suitable for various ceramic systems. The synthesis process is simple and easy for industrial production.

The present invention relates to a mutant transaminase, a nucleic acid encoding the mutant transaminase, a vector comprising the nucleic acid, a cell comprising the mutant transaminase or nucleic acid, and a method for enzymatic reductive transamination of a ketone and formation of a primary amine in the presence of a mutant transaminase.

A process for producing amines by reductive amination, the process includes introducing a feed stream, the feed stream comprising an amino alcohol and a reducing agent, and hydrogen in a reaction zone of a reactor, and contacting the feed stream with a catalyst in the reaction zone. A product stream comprising ethyleneamines is extracted. The catalyst includes a carrier component selected from alumina, silica, and combinations thereof; and an active component having a first metal, a second metal, and a third metal. The first metal is selected from cobalt, nickel, and copper, the second metal is selected from rhenium, ruthenium, chromium, zinc, sodium, calcium, magnesium, strontium, lithium, potassium, barium, cesium, lanthanum, tungsten, iron, silver, titanium, manganese, aluminum, rhodium, platinum, palladium, iridium, and combinations thereof, and the third metal is niobium.

The present application provides an amine dehydrogenase, which is obtained by mutating an amino acid dehydrogenase as shown in SEQ ID NO. 1, and the mutation comprises at least one mutation in the amino acids at positions 293, 69, 115 and 262 of SEQ ID NO. 1. The present application also provides the use of the amine dehydrogenase in preparing chiral amines. By means of protein engineering, the present application modifies the amino acid dehydrogenase catalyzing amino acid substrates into an amine dehydrogenase (AmDH) with ketone and aldehyde as substrates. The amine dehydrogenase of the present application has high reductive amination activity, and can be applied in the process of catalyzing transamination of hydroxy ketone and prochiral ketone compounds to prepare chiral amines, including but not limited to 3-hydroxy-D-tyrosine. The high catalytic activity, high yield and 99%+ stereoselectivity meet the requirements, and the present application has the advantages of green and efficient, low cost and high optical purity of products, and is one of the most ideal reactions for the synthesis of chiral amines.

This invention discloses a method for surface-modified biomaterials and a modified pericardial material, relating to the field of biomedical materials technology. The method includes the following steps: S1, providing animal pericardial material cross-linked with glutaraldehyde; providing a bridging molecule containing a first bridging group and a second bridging group, and a phosphorylcholine polymer with a third bridging group at its end; binding the first bridging group to an aldehyde group on the surface of the pericardial material via a first covalent reaction; binding the second bridging group to the third bridging group via a second covalent reaction, thereby achieving grafting of the phosphorylcholine polymer onto the material surface; the first covalent reaction and / or the second covalent reaction include Schiff base formation and reductive amination processes. The modified pericardial material prepared in this application introduces a phosphorylcholine biomimetic coating, which can improve blood compatibility on the material surface, reduce activation of the coagulation system and platelet adhesion, and inhibit the initiation of calcium ion deposition on the material surface, while exhibiting high safety.

The present invention provides methods for preparing a fast-labeled dextran ladder and other calibrants for liquid chromatography. The methods include a two-step process comprising a reductive amination step that provides a reducing glycan and reacts it with a compound having a primary amine to produce an intermediate compound. The intermediate compound is then fast-labeled with a fast-labeling reagent to produce the fast-labeled dextran ladder.