20 results about "Intramolecular cyclization" patented technology

This invention discloses a method for synthesizing a tenapano hydrochloride intermediate. The synthesis method includes the following steps: (1) condensing the compound 3-bromophenylacetaldehyde and the compound N-methyl-(2,4-dichlorophenyl)methylamine under dehydration conditions to obtain an enamine intermediate; (2) subjecting the enamine intermediate to an intramolecular cyclization reaction in the presence of an acid catalyst to obtain the tenapano hydrochloride intermediate 4-(3-bromophenyl)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinoline. The synthetic route provided by this invention requires only two steps to construct the key framework, and has the advantages of short reaction steps, high overall yield, and no need to use highly toxic liquid bromine. This process has high atom economy, reduces the emission of waste gas, wastewater, and solid waste, and is suitable for large-scale industrial production under mild conditions.

This invention discloses a method for synthesizing 3-oxa[3.1.1]spiropropane, belonging to the fields of organic synthetic chemistry and medicinal chemistry. This method is the first to introduce oxygen atoms into the high-strength skeleton of [3.1.1]spiropropane, successfully synthesizing the 3-oxa[3.1.1]spiropropane molecule. The specific synthetic route is as follows: starting with 3,3-bis(bromomethyl)oxacyclobutane, the 3-oxabicyclo[3.1.1]heptane diol skeleton is constructed sequentially via nucleophilic substitution with diethyl malonate, reduction, and intramolecular cyclization. Then, oxidation and Barton decarboxylation iodination are performed to obtain the key intermediate 1,3-diiodo-3-oxabicyclo[3.1.1]heptane, which is finally reacted with an organolithium reagent to obtain the target product. This invention fills a technological gap in the synthesis of heteroatom-substituted spiroalkyl, providing a key precursor for the subsequent development of its free radical bifunctionalization reaction and the construction of structurally diverse 3-oxabicyclic [3.1.1]heptane dominant skeletons. It has important application prospects in drug design, especially as a bio-electroisoster of meta-substituted aromatics.

The invention belongs to the technical field of biochemistry, and particularly relates to a method for synthesizing a flavanone compound through nano-enzyme catalyzed carbene transfer and intramolecular ring closing. The monatomic nano-enzyme is applied to catalysis of non-natural reaction, and the monatomic nano-enzyme is found to have the capability of mediating carbene transfer. 24 flavanone compounds are successfully synthesized by catalyzing a substrate diazo compound through the screened nano-enzyme and organic solvent, and the yield for a plurality of substrates of the type is high. The method disclosed by the invention is simple to operate, mild in condition, low in catalyst cost, high in stability and long in service life, a nano-enzyme catalysis method is good in substrate universality, a mild and direct method is provided for synthesizing the flavanone compound, and the method has a very good industrial application prospect.

The present application relates to the field of photocatalytic organic synthesis, and particularly to a visible light induced tandem radical addition-cyclization reaction for constructing an aromatic heterocycle linked indole ketone compound and a preparation method thereof.By introducing an unsaturated group at the ortho position of a ketoxime ester, a new intramolecular cyclization pathway is generated to realize the construction of a new aromatic heterocycle radical, and a preparation method of the aromatic heterocycle linked indole ketone compound is further provided, and the specific molecular structure is shown in the following formula (I). The present application has the advantages of easy availability of raw materials, simple operation, mild conditions, simple synthesis route, high synthesis efficiency, strong functional group adaptability of the substrate, potential application value in the biological and medical fields due to the particularity and designability of the aromatic heterocycle linked indole ketone structure.

The application relates to a rapamycin-G4H nanocapsule, a preparation method and application thereof. The preparation method of the rapamycin-G4H nanocapsule comprises the following steps: S1. preparing a rapamycin micelle by adopting a film hydration method; S2. modifying a dibenzocyclooctyne amplification primer on the surface of the rapamycin micelle through a click chemistry reaction to obtain a rapamycin micelle modified with the amplification primer; S3. taking a linear DNA molecule as a template, and synthesizing a circular amplification template through an intramolecular cyclization reaction; and S4. incubating the circular amplification template, the rapamycin micelle modified with the amplification primer, a thermophilic DNA polymerase, a pyrophosphatase, dNTP and Co-G4-haem DNAzyme under the condition of a thermophilic DNA polymerase reaction buffer. The rapamycin-G4H nanocapsule can play an efficient antioxidant stress and immune inflammatory regulation function, can improve the intraocular microenvironment of a glaucoma patient, and can inhibit the continuous apoptosis of retinal ganglion cells.

The application discloses a preparation method of pyrazoline, which comprises the following steps: (1) mixing a ketone hydrazine raw material with a Lewis acid catalyst, and heating to perform a reaction to obtain a reaction mixture; and (2) cooling and filtering the reaction mixture, and purifying to obtain a pyrazoline product. In the application, the Lewis acid catalyst acts as an electron pair acceptor, coordinates with a nitrogen atom or an oxygen atom in the ketone hydrazine, and activates the ketone hydrazine molecule; the activated ketone hydrazine molecule is more prone to intramolecular cyclization reaction, and forms a pyrazoline ring; the Lewis acid does not provide a proton, and thus the hydrolysis of the ketone hydrazine and side reactions caused by a protonic acid catalyst are avoided, and the selectivity and yield of the product are improved; in addition, the Lewis acid catalyst can be filtered and recycled for reuse, meets the principle of green chemistry, and reduces environmental pollution and resource waste; and the preparation method has low requirements on reaction conditions, is simple to operate, and is suitable for industrial production.

Catalytic processes to produce on purpose piperazine are described. The processes are based on the use of a 10-member ring zeolite, preferably with MFI topology, with tunned morphology and acidity to promote intermolecular or intramolecular cyclization of alkanolamines, ethyleneamines, or diols to cyclic piperazine. The unavoidable byproducts due to thermodynamics can be tuned to favor piperazine upon recycling. The processes can be used to manufacture piperazine which can be used as solvent for post-combustion CO2 capture.

This invention belongs to the field of medicinal chemistry and discloses a method for synthesizing Pavine and Isopavine-like compounds represented by general formulas (Ⅰ), (Ⅱ), (Ⅲ), and (Ⅵ). Starting from readily available substituted phenethylamine, the key step employs visible light-catalyzed intramolecular cyclization, which facilitates the structural modification of various important functional groups. The preparation method is simple and the conditions are mild, laying the foundation for comprehensive structure-bioactivity studies.

The invention belongs to the technical field of biochemistry, and particularly relates to a method for catalytically synthesizing a chiral flavanone compound by a biological enzyme. The invention develops a method for producing chiral flavanone through intramolecular cyclization by taking a diazo compound as a substrate and carrying out carbene transfer and hydrocarbon activation by using a heme-containing biological enzyme. The yield of the chiral flavanone compound generated after the diazo substrate is catalyzed by the screened enzyme to carry out intramolecular ring closing reaction is high, and the catalytic reaction carried out by utilizing the enzyme is mild in condition, simple to operate and green and environment-friendly. The chiral flavanone compound prepared by using the method disclosed by the invention is good in substrate universality, has medium-high yield and selectivity, is low in cost, and has very good potential in the application of synthesis and modification of some drug intermediates.

This invention discloses an aminothiourea iridium complex. It also discloses a method for preparing and applying a lysosomal-targeted iridium complex based on an aminothiourea ligand. The complex is constructed from a coumarin-thiourea ligand and an iridium dimer under alkaline conditions via in-situ isomerization and co-coordination. Under sodium bicarbonate regulation, the ligand undergoes intramolecular cyclization rearrangement to form a five-membered heterocyclic intermediate containing S and N atoms, which further rearranges with the iridium center to ultimately generate N. ^ S-type bidentate chelated semi-sandwich iridium complexes. The complexes described in this invention exhibit good chemical stability and significant antitumor activity, with inhibitory effects on tumor cells approaching or exceeding those of cisplatin. Furthermore, these complexes demonstrate lysosomal targeting properties, showing promising application prospects in anticancer drug development.

The present invention provides a method for synthesizing 5-hydroxy-4,6-dimethylbenzocyclopentanone, which relates to the field of organic chemical synthesis technology and includes a two-step reaction. Specifically, using 2-methoxy-1,3-dimethylbenzene as a starting material, it first reacts with 3-chloropropionyl chloride to obtain 4-methoxy-3,5-dimethyl-1-(3-chloropropionyl)benzene. Then, the 4-methoxy-3,5-dimethyl-1-(3-chloropropionyl)benzene undergoes intramolecular cyclization and demethylation to obtain 5-hydroxy-4,6-dimethylbenzocyclopentanone. The synthetic route of the present invention is short and feasible, the starting materials and excipients are inexpensive and readily available, the reaction is highly reactive, the operation is simple and easy to control, and the yield of the target product is high.

The application provides application of polycyclic polyisoprenyl acyl phloroglucinol compounds (PPAP) of two different skeleton types in preparation of medicines for relieving / treating neurodegenerative diseases. The application belongs to the technical field of medicines. The hyphenrone A provided by the application is a 1,9-cracked polycyclic polyisoprenyl acyl phloroglucinol compound, and the hyphenrone L is a polycyclic polyisoprenyl acyl phloroglucinol compound with a complex ring system formed by intramolecular [4+2] cyclization of a monocyclic polyisoprenyl acyl phloroglucinol compound. The compound hyphenrone A and the compound hyphenrone L both have the activity of enhancing the voltage-gated T-type calcium channel current, and can be used for preparing medicines for treating neurodegenerative diseases, and in particular, can be used for preparing medicines for relieving and / or treating diseases such as spinocerebellar ataxia, Alzheimer's disease and mental retardation syndrome, and have the clinical application value.

This invention discloses a method for synthesizing cyclic pentapeptide-4. Specifically, this invention provides a method for synthesizing compound I-5, which includes the following steps: in an organic solvent, in the presence of a fluorinated organic acid and an organic tertiary amine base, compound I-4 undergoes an intramolecular cyclization reaction to obtain compound I-5. The synthesis method provided by this invention eliminates the need for multi-step reactions and purification; direct cyclization yields an intermediate with high yield and high purity. Further reaction of the intermediate does not require further purification to obtain cyclic pentapeptide-4 with a purity higher than 99%, thus achieving high-efficiency liquid-phase synthesis of cyclic pentapeptide-4.

Catalytic processes to produce on purpose piperazine are described. The processes are based on the use of a 10-member ring zeolite, preferably with MFI topology, with tunned morphology and acidity to promote intermolecular or intramolecular cyclization of alkanolamines, ethyleneamines, or diols to cyclic piperazine. The unavoidable byproducts due to thermodynamics can be tuned to favor piperazine upon recycling. The processes can be used to manufacture piperazine which can be used as solvent for post-combustion CO2 capture.

The preparation method of bio-based non-isocyanate polyitaconamide urea belongs to the field of polymer synthesis and bio-based green materials. First, dimethyl itaconate is used to react with excess aliphatic diamine through Michael addition and intramolecular cyclization melt polycondensation, a rigid pyrrolidone heterocycle is introduced in situ in the main chain, and an amino-terminated itaconic acid polyamide prepolymer is formed. Subsequently, ethylene carbonate is used as a chain extender to carry out green bulk polymerization process without solvent and catalyst, and a strong hydrogen bonding non-isocyanate urea bond network is efficiently constructed. The present application ingeniously constructs a ternary synergistic system of "rigid heterocycle-strong hydrogen bond-long and short aliphatic chain", and the obtained material has excellent and comprehensive balanced performance.

This invention belongs to the fields of organic chemistry, medicinal chemistry, and pharmacology, specifically relating to the synthesis of lometapeptide bioelectron isosteres and their application in the preparation of therapeutic drugs for lipid-lowering diseases. A method for preparing lometapeptide bioelectron isosteres mainly includes six steps: 1) Using A and B as starting materials, under nickel catalysis and the action of phosphine ligands, a reaction occurs... endo The reaction [2+2] yielded intermediate I; 2) Intermediate I underwent intramolecular cyclization under thioxanthracene-9-one and photocatalysis to yield intermediate II; 3) Intermediate II was oxidized under alkaline potassium permanganate to yield intermediate III; 4) Intermediate III and C reacted under the action of a condensing agent to prepare amide intermediate IV; 5) Intermediate IV was debenzylated under the action of palladium on carbon and a hydrogen source to prepare amine intermediate V; 6) Intermediate V and D under alkaline conditions underwent a substitution reaction to obtain the final product, lometapetine bioelectron isostere VI. This bioelectron isostere can dose-dependently inhibit the secretion of apolipoprotein B in HepG2 cells and exhibits good kinetic solubility. This compound shows promise for development as a therapeutic drug for hypercholesterolemia-related diseases.

This invention belongs to the field of chemical synthesis technology, specifically relating to a method for preparing 2-methyl-1H-phenylenehydride. The method includes the following steps: using acetic acid and 1,8-diaminonaphthalene in a molar ratio of 2.5~5.5:1 as reactants, and water as the reaction medium, at 100℃~185℃, one amino group of 1,8-diaminonaphthalene undergoes a condensation reaction with the carboxyl group of acetic acid, removing one water molecule to obtain a product intermediate containing an amide bond. The other amino group on the intermediate undergoes an intramolecular cyclization reaction with the carbonyl group in the amide bond, removing one water molecule to obtain a crude product. The crude product is then purified to obtain the 2-methyl-1H-phenylenehydride. The 2-methyl-1H-phenylenehydride prepared using the method of this invention can achieve a purity of up to 98%.