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15 results about "Aldol reaction" patented technology

The aldol reaction is a means of forming carbon–carbon bonds in organic chemistry. Discovered independently by the Russian chemist Alexander Borodin in 1869 and by the French chemist Charles-Adolphe Wurtz in 1872, the reaction combines two carbonyl compounds (the original experiments used aldehydes) to form a new β-hydroxy carbonyl compound. These products are known as aldols, from the aldehyde + alcohol, a structural motif seen in many of the products. Aldol structural units are found in many important molecules, whether naturally occurring or synthetic. For example, the aldol reaction has been used in the large-scale production of the commodity chemical pentaerythritol and the synthesis of the heart disease drug Lipitor (atorvastatin, calcium salt).

A chiral preparation method for florfenicol

PendingCN122301744APyridiniumPtru catalyst
This invention relates to a chiral preparation method for florfenicol. Specifically, the method uses p-methylsulfonylbenzaldehyde and glycine ester as starting materials, and synthesizes the key chiral intermediate I through an asymmetric aldol reaction process under the action of a pyridinium salt carbonyl catalyst. Subsequently, through reduction, cyclization, fluorination, and hydrolysis ring-opening reactions, the chiral product florfenicol is obtained. Compared with existing technologies, this invention utilizes the strong catalytic ability of small-molecule pyridinium salt carbonyl catalysts, starting from inexpensive and readily available raw materials, to efficiently control the stereoselectivity of the aldol reaction process, highly selectively constructing the two chiral centers on the florfenicol structure, obtaining the desired chiral configuration, and finally synthesizing florfenicol. The preparation method of this invention is simple, rapid, and efficient.
Owner:SHANGHAI JIAOTONG UNIV

Chiral preparation of ibrutinib

PendingCN122301829APyridiniumPtru catalyst
This invention relates to a chiral preparation method for irushlstat. Specifically, the method uses 2,3-dihydro-1,4-benzodioxyl-6-aldehyde and 2-amino-1-(pyrrolidine-1-yl)ethyl ketone as starting materials, and carries out an asymmetric aldol reaction in the presence of a pyridinium salt carbonyl catalyst. Following reduction and amidation reactions, chiral irushlstat is obtained. Compared with existing technologies, this invention utilizes the strong catalytic ability of small-molecule pyridinium salt carbonyl catalysts, starting from inexpensive and readily available raw materials, to rapidly construct the two key chiral centers of the irushlstat structure with high diastereoselectivity and high enantioselectivity, shortening the synthetic steps of irushlstat. Furthermore, the reaction conditions of this invention are mild and the operation is simple.
Owner:SHANGHAI JIAOTONG UNIV

A chiral preparation method for dricidopa

PendingCN122301707APyridiniumPtru catalyst
This invention relates to a method for preparing chiral drosildopa. Specifically, the method uses compound 1 and glycine ester as starting materials, and an asymmetric aldol reaction occurs under the action of a pyridinium salt carbonyl catalyst, followed by hydrolysis to obtain drosildopa. Compared with the prior art, this invention utilizes the strong catalytic ability of small molecule pyridinium salt carbonyl catalysts, starts with inexpensive and readily available raw materials, reduces the steps of introducing and removing protecting groups, shortens the synthetic route, and efficiently synthesizes optically pure drosildopa. Furthermore, the preparation method of this invention is simple to operate and environmentally friendly.
Owner:SHANGHAI JIAOTONG UNIV

Surface imprinting organic catalyst for directionally constructing catalysis and selecting sites as well as preparation method and application of surface imprinting organic catalyst

The invention provides a surface imprinting organic catalyst for directionally constructing catalysis and selecting sites, and a preparation method and application of the surface imprinting organic catalyst. According to the method, an aldehyde-alcohol reaction, which is one of important reactions of carbon-carbon bonding, is selected as a target reaction, and a selective cavity matched with a catalytic activity center is constructed on the surface of a magnetic carrier Fe3O4 by adopting a surface molecular imprinting technology and designing template molecules by taking a covalent connection product of a catalyst tryptophan and a target catalytic product as a template. The construction of the surface molecular imprinting cavity ensures that the active center of the catalyst is in full contact with a substrate molecule, the catalytic efficiency is improved, and meanwhile, the imprinting cavity has a certain selective recognition capability, can be matched with a reaction substrate similar to a template structure and a functional group, has a selective catalysis capability in a complex reaction system, and can be used for preparing a catalyst. Wide application prospects are realized.
Owner:XI AN JIAOTONG UNIV

A photocatalyst for asymmetric aldol reaction and a preparation method thereof

A photoautocatalytic heterogeneous catalyst for asymmetric aldol reaction and a preparation method thereof, the preparation method comprising the following steps: providing a carrier composed of graphene oxide and protonated phosphorus modified graphitic carbon nitride composite; and performing a photo-catalytic thiol-ene click chemistry reaction on the carrier and a thiol-substituted chiral amino acid to obtain the photoautocatalytic heterogeneous catalyst.
Owner:HUBEI UNIV OF TECH

Method for synchronously synthesizing D-psicose from escherichia coli by using D-glucose / glycerol composite carbon source system

The invention discloses a method for synchronously synthesizing D-psicose from escherichia coli by using a D-glucose / glycerol composite carbon source system, belongs to the technical field of synthetic biology, and solves the problem of low yield during production of D-psicose. The method comprises the following steps: overexpressing a pgi gene and a glk gene on Escherichia coli, combining an alse gene and an a6pp gene, partially knocking out a pfkA gene, overexpressing an Mlc gene and a glpkG913S gene, and constructing recombinant Escherichia coli capable of growing by using glycerol; then an aldO gene is introduced, and a metabolic pathway for synthesizing D-psicose by taking glycerol as a substrate is constructed by utilizing an rhaD gene and a yqaB gene, so that synchronous synthesis of D-psicose by using a D-glucose / glycerol composite carbon source system is realized. The invention firstly provides a D-psicose synthesis strategy based on integration of aldol reaction and glycolysis pathway, realizes co-utilization of glycerol and D-glucose, and provides a new strategy for industrial production.
Owner:GUANGXI UNIV

Method for preparing neopentyl glycol

A method for preparing neopentyl glycol, the method including: feeding a feed stream containing formaldehyde and isobutyraldehyde to an aldol reactor and subjecting the feed stream to an aldol condensation reaction in the presence of a catalyst to obtain a first reaction product containing hydroxypivaldehyde; feeding the first reaction product to an aldol purification column; feeding the aldol purification column upper discharge stream to a decanter and separating an organic phase stream containing unreacted isobutyraldehyde and the catalyst and an aqueous phase stream containing a catalyst salt; feeding the aqueous phase stream to a saponification reactor to reduce the catalyst salt to a catalyst and recover the catalyst; and feeding the aldol purification column lower discharge stream to a hydrogenation reactor and subjecting the aldol purification column lower discharge stream to a hydrogenation reaction to obtain neopentyl glycol.
Owner:LG CHEM LTD

A method for preparing pyrrole and furan compounds from N-acetylglucosamine

ActiveCN119143651BFuranInorganic salts
The application discloses a method for preparing pyrrole and furan compounds from marine waste biomass chitin monomer N-acetyl glucosamine. In the method, N-acetyl glucosamine is catalyzed by a composite valence molybdenum catalyst to perform reverse aldol reaction in a salt-containing water system, and then reacts with a beta-bisketone compound, so that the pyrrole and furan compounds are obtained. The introduction of inorganic salt can promote the dehydration process and improve the distribution ratio of the pyrrole compound in the organic phase, so that the pyrrole compound is prepared from N-acetyl glucosamine at a high yield. The application opens up a new way for efficiently preparing pyrrole and furan compounds from marine waste biomass renewable resources under mild conditions.
Owner:NANJING TECH UNIV

Photo-autocatalysis heterogeneous catalyst for asymmetric aldol reaction and preparation method of photo-autocatalysis heterogeneous catalyst

The invention relates to a photo-autocatalysis heterogeneous catalyst for asymmetric aldol reaction and a preparation method thereof. The preparation method comprises the following steps: providing a carrier formed by compounding graphene oxide and protonated phosphorus modified graphite-like carbon nitride; and carrying out photocatalytic sulfydryl-alkene click chemical reaction on the carrier and sulfydryl-substituted chiral amino acid to obtain the photo-autocatalysis heterogeneous catalyst.
Owner:HUBEI UNIV OF TECH

A method for preparing a key intermediate of natural product Brasilicardin A analogs

The application belongs to the technical field of raw materials and intermediate preparation in organic synthesis, and relates to a method for preparing a key intermediate of a natural product Brasilicardin A analogue, and the Brasilicardin A is a new immunosuppressive agent, the mechanism of action of which is to inhibit the amino acid transport system L, has strong immunosuppressive activity (IC50=0.057 mu g / ml), and has potential clinical application value. The application belongs to the technical field of raw materials and intermediate preparation in organic synthesis. The preparation method of the key intermediate comprises: Grignard reaction, methylation reaction, iodinated lactone reaction, intramolecular Aldol reaction and the like for preparing a precursor compound of a C ring, and then through diastereoselective alkylation reaction and intramolecular Michael addition reaction, the synthesis of the key intermediate of the Brasilicardin A analogue is completed. The method has the advantages of simplicity and high efficiency, controllable method, high product purity and easy industrial production and the like.
Owner:INST OF MATERIA MEDICA CHINESE ACAD OF MEDICAL SCI

Preparation method of fluralana N-1 intermediate

The invention discloses a preparation method of a fluralan N-1 intermediate, which comprises the following steps: S1, carrying out aldol reaction on 4-acetyl-2-methyl benzoic acid and 3 ', 5'-dichloro-2, 2, 2-trifluoroacetophenone under the action of alkali to obtain an intermediate 1; s2, dehydrating the intermediate 1, washing a mixed product obtained by reaction with diluted hydrochloric acid under a heating condition in a post-treatment process, and directly carrying out next-step reaction on a collected organic phase; and S3, adding the organic phase obtained in the step S2 into a mixed catalytic system of tetrabutylammonium bromide and 18-crown ether-6, and carrying out an intramolecular nucleophilic addition reaction to obtain the fluralan N-1 intermediate. According to the method, a second process route of the fluralana N-1 intermediate is optimized, the yield is increased, the cost is reduced, the process steps are reduced, and the method is a process route which is environmentally friendly, safe, economical, low in production cost and capable of achieving industrial production and has a very good prospect.
Owner:HUBEI CHIBI JIJI IND TECH RES INST CO LTD

A chiral preparation method of thiamphenicol

PendingCN122301743APyridiniumPtru catalyst
This invention relates to a chiral method for preparing thiamphenicol. Specifically, the method uses p-methylsulfonylbenzaldehyde and glycine ester as starting materials, and carries out an asymmetric aldol reaction in the presence of a pyridinium salt carbonyl catalyst, followed by a reduction and amidation reaction to obtain thiamphenicol. This invention utilizes the strong catalytic ability of small-molecule pyridinium salt carbonyl catalysts, starts with inexpensive and readily available raw materials, reduces the steps of introducing and removing protecting groups, shortens the synthetic route, and efficiently synthesizes optically pure thiamphenicol. Furthermore, the preparation method of this invention is simple to operate and environmentally friendly.
Owner:SHANGHAI JIAOTONG UNIV

A method for synthesizing D-allulose by escherichia coli using a D-glucose / glycerol composite carbon source system

The application relates to a method for synchronously synthesizing D-allulose by using a D-glucose / glycerol composite carbon source system, and belongs to the field of synthetic biology, and solves the problem of low yield in the production of D-allulose. The method is characterized in that the pgi gene and the glk gene are overexpressed on Escherichia coli, the alse gene and the a6pp gene are combined, the pfkA gene is partially knocked out, the Mlc gene and the glpk G913S gene are overexpressed, and the recombinant Escherichia coli capable of growing by using glycerol is constructed; the aldO gene is introduced, the metabolic pathway for synthesizing D-allulose by using glycerol as a substrate is constructed by using the rhaD gene and the yqaB gene, and then the D-glucose / glycerol composite carbon source system is used to synchronously synthesize D-allulose. The application firstly proposes a D-allulose synthesis strategy based on integrated aldol reaction and glycolysis pathway, realizes the co-utilization of glycerol and D-glucose, and provides a new strategy for industrial production.
Owner:GUANGXI UNIV

A chiral preparation of chloramphenicol

PendingCN122301714APyridiniumPtru catalyst
This invention relates to a chiral preparation method for chloramphenicol. Specifically, the method uses p-nitrobenzaldehyde and glycine ester as starting materials, and an asymmetric aldol reaction occurs under the action of a pyridinium salt carbonyl catalyst. Following reduction and amidation reactions, chloramphenicol is obtained. Compared with existing technologies, this invention utilizes the strong catalytic ability of small-molecule pyridinium salt carbonyl catalysts, starting from inexpensive and readily available raw materials, to efficiently control the stereoselectivity of the aldol reaction, and to obtain the desired stereoconfiguration product, chloramphenicol, in a single dose. The preparation method of this invention reduces the protection of active groups, shortens the chiral synthetic route of chloramphenicol, is simple to operate, and is environmentally friendly.
Owner:SHANGHAI JIAOTONG UNIV

Coa-independent reductive aldolases for enzymatic-catalyzed reductive aldol reactions

The present invention relates to CoA-independent reductive aldolases derived from ene reductases (ERs) for preparing α-branched β'-hydroxy carbonyl compounds through enzymatic-catalyzed reductive aldol reaction by reacting α,β-unsaturated carbonyl donors with carbonyl acceptors in the presence of a polypeptide capable of catalyzing reductive CoA-independent aldol reactions and a cofactor, wherein the polypeptide is a modified ene reductase (ER). The present invention further relates to a method for preparing α-branched β'-hydroxy carbonyl compounds through enzymatic-catalyzed reductive aldol reaction.
Owner:MAX PLANCK GESELLSCHAFT ZUR FOERDERUNG DER WISSENSCHAFTEN EV