154 results about "Reductive amination" patented technology

The application discloses a method for selectively preparing furan amine or tetrahydrofuran amine from furan aldehyde substances, which comprises the following steps: in an aqueous solution with the volume percentage concentration of ammonia water being greater than 70%, furan aldehyde substances are subjected to a reductive amination reaction in the presence of H2 and under the action of a catalyst to prepare furan amine; and in an aqueous solution with the volume percentage concentration of ammonia water being less than 20%, furan aldehyde substances are subjected to a reductive amination reaction in the presence of H2 and under the action of a catalyst to prepare tetrahydrofuran amine. The method can realize the selectivity of products by changing the addition amount of ammonia water in the aqueous solution, and is simple, easy to control, and suitable for industrial production and market promotion and application.

The invention relates to the field of organic chemistry, and particularly discloses a synthetic method of berberine hydrochloride. The synthesis method of berberine hydrochloride comprises the following steps: S1, carrying out reductive amination reaction on bromohomopiperony lamine and o-veratraldehyde to synthesize an intermediate II; s2, carrying out Suzuki coupling reaction on the intermediate II and an organic boron compound under the catalysis of a palladium metal organic matter to synthesize an intermediate III; s3, the intermediate III and organic chloride are subjected to an amino chlorination reaction, and an intermediate IV is synthesized; s4, carrying out intramolecular atom transfer radical addition and intramolecular Friedel-Crafts alkylation cascade reaction on the intermediate IV in a mixed solvent under the catalysis of a copper catalyst to synthesize an intermediate V; and S5, carrying out oxidative aromatization reaction on the intermediate V and iodine under the catalysis of alkali to synthesize berberine hydrochloride. The synthesis process is simpler, reaction conditions are easier to control, the yield is high, and the method is suitable for industrial production.

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%.

An organosilicon compound with amino-functional groups is prepared. A catalyzed reductive amination process for combining an aldehyde-functional organosilicon compound with an amine source and hydrogen produces the amino-functional organosilicon compound.

The invention provides a reductive amination catalyst as well as a preparation method and application thereof, and belongs to the field of catalysis. The invention provides a reductive amination catalyst. The reductive amination catalyst comprises layered Al2O3 and an alloy loaded on the surface of the layered Al2O3, the alloy comprises a nickel element and a non-noble metal element; the non-noble metal elements comprise one or more of Cu, Mg, Ca, Co and Zn. The nickel element and the selected non-noble metal element are alloyed to adjust the charge structure of a metal site, so that excessive hydrogenation of HMF is inhibited during catalysis, it is ensured that only the aldehyde group of HMF is subjected to a reductive amination reaction, and therefore the selectivity of HMFA is improved.

The invention discloses a chlorpromazine-d6 compound as well as hydrochloride, a preparation method and application thereof, and belongs to the technical field of organic synthesis and analysis detection, the chlorpromazine-d6 compound is 3-(2-chloro-10-phenothiazinyl)-N, N-bis (methyl-d3)-1-propylamine, and the preparation method comprises the following steps: taking 2-chlorophenothiazine as a raw material, adding a catalyst, and reacting at the temperature of 60-80 DEG C for 1-2 hours to obtain the chlorpromazine-d6 compound. Carrying out aza-Michael addition and reductive amination reaction to finally obtain chlorpromazine-d6; the obtained chlorpromazine-d6 is subjected to hydrochloric acid acidification, such that chlorpromazine-d6 hydrochloride is obtained; the invention provides a novel deuterated internal standard substance for analysis and detection. In addition, the invention provides a new process for preparing chlorpromazine-d6 and hydrochloride thereof with proprietary intellectual property rights, the preparation method is novel, and has the advantages of simple operation, mild reaction conditions, short process route, high efficiency, low cost, environmental protection and the like; the obtained chlorpromazine-d6 and the hydrochloride thereof have the advantages of high chemical purity, high deuteration rate, high deuterium atom stability and the like.

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 relates to a method for producing 2-aminopropane-1-ol from hydroxyacetone by reductive amination using ammonia water and a co-solvent. The method comprises the following steps: mixing hydroxyacetone and ammonia water at a temperature of not more than 20 DEG C to obtain an oxazoline intermediate product; and adding either a solvent alone or a solvent and a second ammonia water to the oxazoline product in the presence of a nickel catalyst and hydrogen, and hydrogenating at a temperature of not more than 90 DEG C and a pressure of not more than 12 barggage to obtain 2-aminopropan-1-ol.

The invention discloses an efficient synthesis method of ephedrine hydrochloride, and belongs to the technical field of pharmaceutical chemistry synthesizing.A self-synthesized chiral zinc oxide nanoflower composite catalyst is added in the synthesis process of the ephedrine hydrochloride, and the composite catalyst has a chiral function, is large in pore and surface area, easy to recover and not prone to blockage, and can be used for preparing a chiral zinc oxide nanoflower catalyst. Compared with a traditional Lewis acid type catalyst, the catalyst has the advantages that keto groups in ephedrine hydrochloride synthesis can be precisely reduced, and hexadecyl trimethyl ammonium bromide is intercalated on the surface, so that the catalyst is not easy to agglomerate in a catalytic system, and the yield of a product is further improved; according to the composite catalyst, through hexadecyl trimethyl ammonium bromide, the surface hydrophilicity and hydrophobicity of the composite catalyst are regulated and controlled, the composite catalyst is dispersed more uniformly and makes contact with a compound II more sufficiently, the speed and selectivity of a reductive amination reaction are improved, and the hexadecyl trimethyl ammonium bromide can intercalate mica lamellas, so that the mica lamellas are peeled off, the interlayer spacing is increased, and therefore the composite catalyst is more stable in performance. And the reaction sites are increased, so that the catalytic active center is loaded more stably.

The application discloses a preparation method of an important intermediate of a pyrimidine-4(3H)-ketone heterocyclic compound shown in formula h, namely a preparation method of (3S,4S)-tert-butyl 4-((R)-1,1-dimethylethylsulfinamido)-3-methyl-2-oxa-8-azaspiro[4.5]decane-8-carboxylate, which is synthesized through a series of reactions such as substitution, reduction, nucleophilic addition, reduction and deprotection, ring closure, oxidation and reductive amination and the like by taking L-methyl lactate as a raw material. In the application, red aluminum is used to replace lithium borohydride and tetrabutylammonium fluoride in the prior art, so that the problems of the risk caused by the use of lithium borohydride and the difficulty in post-treatment caused by the use of tetrabutylammonium fluoride in the prior art are overcome, the reaction steps are shortened, and the post-treatment operation is simplified.

The application is a kind of continuous preparation method and application of core-shell type reduced Cu-based catalyst. The method uses membrane dispersion micro-reactor technology, adopts liquid phase chemical reduction method with potassium borohydride-hydrazine hydrate as double reducing agent, continuously prepares reduced Cu-based nanoscale catalyst, does not need high temperature calcination and hydrogen reduction, can be directly used as active catalyst for catalytic reaction, and realizes green and efficient preparation. The catalyst prepared by the application is used in the reaction of preparing N-butyl-2,2,6,6-tetramethyl-4-piperidinamine from 2,2,6,6-tetramethyl-4-piperidinone and n-butylamine through reductive amination, and excellent catalytic activity and stability are shown.

The present invention discloses a method for enzymatically synthesizing ethyl 2-N-benzylamino-4-phenylbutyrate, wherein ethyl 2-oxo-4-phenylbutyrate and benzylamine are used as substrates, and an asymmetric reductive amination reaction is performed by two mutants of a reductive aminase. The reaction is carried out under mild conditions, and a product is obtained by a series of treatments after the reaction. The present invention shortens the synthetic route, reduces costs, reduces material loss, has high conversion rate and high stereoselectivity, conforms to the concept of green development, provides an effective method and theoretical guidance for the synthesis of potential ACEI drugs, and determines the gene sequence and amino acid sequence of the relevant mutants.

A Method for the synthesis of ω-amino acids or derivatives thereof, includes the following steps synthesis of an ω-oxoester / linear acid by hydroformylation by CO / H2 mixture of at least one monounsaturated acid / ester, the monounsaturated acid / ester preferably resulting from a reaction of metathesis of oils / fats from renewable sources; synthesis of a linear ω-amino acid / ester and / or ω-aminoamide, subjecting the aforementioned ω-oxoester / linear acid to reductive amination; and possible synthesis of a linear ω-amino acid, subjecting the aforementioned linear ω-aminoester and / or ω-aminoamide to hydrolysis.

The present disclosure provides for a method of producing an amine from an alcohol that includes supplying a heterogeneous supported metal catalyst, where the heterogeneous supported metal catalyst comprises nanoparticles of an alloy encapsulated with a dendrimer on a solid support, where the alloy is of Formula I: where Pd is palladium; x is an integer of 20 to 30; y is an integer of 10 to 20, and M is selected from the group consisting of nickel (Ni), cobalt (Co), ruthenium (Ru) and rhodium (Rh), with the caveat that when y is 10, M is not Ni; mixing the heterogeneous supported metal catalyst with a first reagent containing an alcohol moiety and a second reagent containing an amine moiety to form a mixture; and heating the mixture to a predetermined temperature for a predetermined time to produce an amine compound.

The application discloses a method for preparing primary amine by catalytic reductive amination of aldehyde, ketone and alcohol compound, and the preparation process comprises the following steps: mixing aldehyde, ketone or alcohol compound with amine source, reducing agent, solvent and cheap metal heterogeneous catalyst in a reactor, and obtaining corresponding primary amine compound through reductive amination reaction. The preparation method provided by the application has wide application range of substrates, and can efficiently and selectively obtain corresponding primary amine through indirect or direct reductive amination process of various aldehyde, ketone and alcohol compound, meanwhile, the catalyst used has good cycle stability, and the synthesis raw material is cheap and easy to obtain, and the economic efficiency is high.

The invention discloses a synthesis method of a high-purity and high-yield antihypertensive drug, and relates to the technical field of medical chemistry. The method comprises the following steps: taking glycollic acid as an initial raw material, and carrying out acylation to obtain glycollic acid acyl chloride; carrying out Friedel-Crafts reaction on the 2-hydroxyl-5-(2-hydroxyacetyl) benzamide and salicylamide to obtain 2-hydroxyl-5-(2-hydroxyacetyl) benzamide; then, a Dess-Martin oxidizing agent is used for oxidation, and 2-hydroxy-5-(2-oxoacetyl) benzamide is obtained; the preparation method comprises the following steps: taking 2-hydroxyl-5-((4-phenylbutylamine-2-yl)-ethyl) benzamide as a raw material, then carrying out reductive amination on the 2-hydroxyl-5-(4-phenylbutylamine-2-yl)-ethyl) benzamide and 1-methyl-3-phenylpropylamine under the condition that sodium borohydride is taken as a reducing agent to obtain 2-hydroxyl-5-(1-hydroxyl-2-((4-phenylbutylamine-2-yl)-amino) ethyl) benzamide, namely And finally salifying with concentrated hydrochloric acid, crystallizing and separating to obtain the labeolol hydrochloride. The method is novel in route, convenient to operate, high in product total yield, high in purity, capable of effectively avoiding generation of dibromo impurities and suitable for large-scale production.

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.

A diaminopimelate dehydrogenase mutant and a use in D-amino acid synthesis. A diaminopimelate dehydrogenase mutant obtained by performing molecular modification on a Bacillus thermozeamaize diaminopimelate dehydrogenase, a nucleic acid encoding the diaminopimelate dehydrogenase mutant, a recombinant expression vector containing the nucleic acid, a recombinant expression transformant containing the recombinant expression vector, and a use of the diaminopimelate dehydrogenase mutant in the synthesis of a D-amino acid by means of the asymmetric reductive amination of a 2-keto acid. Compared with other D-biphenylalanine synthesis methods, the present invention has a simple route, a high theoretical yield, good atom economy, and a product optical purity of more than 99%. Therefore, the present invention relates to an environmentally-friendly, highly-stereoselective and green biological synthesis method, and has good prospects for application in actual production of D-biphenylalanine and other D-amino acids.

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.

The invention relates to the technical field of pigments, in particular to an aromatic solid traditional Chinese painting pigment and a preparation method thereof. The preparation method comprises the following steps: firstly oxidizing nanocrystal cellulose to obtain an aldehyde dispersion liquid; introducing an alkyne group through reductive amination; then carrying out click chemical cross-linking with 1, 3, 5-tri (azido methyl) benzene to form a benzene cross-linked nanocrystal cellulose dispersion liquid; meanwhile, synthesizing a waterborne polyurethane dispersion; emulsifying the perfume mixture, and carrying out copolycondensation on the emulsified perfume mixture, methylated high imino melamine resin, waterborne polyurethane and benzene crosslinked nanocrystal cellulose to obtain a composite dispersion; and finally, dry-mixing the traditional Chinese painting pigment powder with kaolin, pre-wetting, mixing with a cementing agent mixed solution containing oxhide gelatin, the composite dispersion, polyvinyl alcohol, glycerol and sorbitol, and carrying out vacuum defoaming, molding and drying. The pigment disclosed by the invention is compact in structure, good in water resistance, slow-release and lasting in perfume, soft in shading during drawing, and compatible with both traditional charm and modern printing.

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 disclosure provides for a catalyst for reductive amination. The catalyst can be formed from the steps that include mixing a cobalt coordination compound with 2-(2-aminoethoxy)ethanol (AEE) and potassium bis(trimethylsilyl)amide (KHMDS) to form a metal solution; mixing the metal solution with a heterogeneous solid support to form a supported precatalyst, wherein the heterogeneous solid support includes a ruthenium species; and chemically reducing the supported precatalyst at a predetermined pressure of hydrogen and at a predetermined temperature over a predetermined time to produce the catalyst for reductive amination.

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 discloses a chiral chemical resolution method for an L-5-methyltetrahydrofolic acid intermediate, which comprises the following steps: selecting a 9-10-dehydrofolic acid furanamine hydrochloride racemate as a raw material, forming a diastereomer by using the racemate, and separating the diastereomer from the 9-10-dehydrofolic acid furanamine hydrochloride racemate to obtain the L-5-methyltetrahydrofolic acid intermediate. And refining, separating and purifying to obtain the monomer tetrahydrofolate with high chiral purity. And carrying out reductive amination on the monomer salt to form a calcium salt, thereby obtaining the target product L-5-methyl calcium tetrahydrofolate. According to the chiral chemical resolution method for the L-5-methyltetrahydrofolate intermediate, the synthesis process is simplified, the synthesis process of the calcium L-5-methyltetrahydrofolate is easy to control, the situation that the final yield is low due to deterioration of materials in the resolution process is not prone to occurring, the cost is low, coenzyme and a regeneration system thereof do not need to be used, and the method is suitable for industrial production. According to the method, the reaction process is easy to implement, a special catalyst is not needed, the cost is reduced, meanwhile, the method is suitable for large-scale industrial production, and a foundation can be provided for application of the L-5-methyltetrahydrofolate calcium.

The present invention relates to the technical field of drug synthesis, and specifically relates to a method for preparing elacestrant and an intermediate thereof. The method comprises: 1) subjecting compound A1 and 4-bromo-3-nitroanisole as raw materials to a Suzuki coupling reaction to obtain compound A2; 2) subjecting compound A2 to catalytic hydrogenation and debenzylation reactions to obtain compound A3; 3) subjecting compound A3 to an acetylation reaction under the action of an acetylation reagent to obtain compound A4; 4) subjecting compound A4 to a reduction reaction to obtain compound A5; 5) subjecting compound A5 to chiral resolution to obtain compound A6; 6) subjecting compound A6 to reductive amination with N-ethyl-2-(4-formylphenyl)acetamide to obtain compound A7; and 7) subjecting compound A7 to reaction under the action of a reducing agent to obtain elacestrant. The method for preparing elacestrant and an intermediate thereof, as provided by the present invention, has the characteristics of short synthesis route, high yield, and high purity.

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.