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172 results about "Enyne" patented technology

An enyne is an organic compound consisting of a double bond (alkene) and triple bond (alkyne). Its called a conjugated enyne when the double and triple bonds are conjugated. The term is a contraction of the terms alkene and alkyne.

Preparation method of 2-pyrrolidinone compound

The invention relates to a preparation method of a 2-pyrrolidinone compound. According to the method, a 1, 6-enyne compound serves as a raw material, iodosobenzene diacetate serves as an oxidizing agent and reacts with trimethyl silicon-based azide and N-chlorosuccinimide in organic solvents, and the 2-pyrrolidinone compound is conveniently prepared by excellent yield.
Owner:NINGBO UNIV

Fluorenone derivative, preparation method of fluorenone derivative and redox method of synthetic fluorenone

The invention relates to a fluorenone derivative, a preparation method of the fluorenone derivative and a redox method of synthetic fluorenone. The preparation method includes a, performing precursor synthesis; b, performing target product synthesis; c, performing purifying. The fluorenone derivative is obtained by the redox method of four alkyne and polyenynes and serves as non-silver sensitive material applied widely. The fluorenone serving as a medical intermediate is used for synthesis of various drugs.
Owner:ANHUI NORMAL UNIV

Process for synthesizing sex pheromone of pine caterpillar

The invention discloses a process for synthesizing sex pheromone of pine caterpillar, which employs 2-hexyne-1-alcohol as an initial raw material, three-bond positional transference is carried out under the effect of lithium and propane diamine to obtain 5-hexyne-1-alcohol; under acidic condition, 5-hexyne-1-alcohol is reacted with dihydropyran to obtain 1-THP-5-hexyne-1-alcohol protected by THP on hydroxyl, Under co-catalysis of metal palladium and cuprous iodide, 1-THP-5-hexyne-1-alcohol and trans-dichloroethylene are subjected to coupling reaction to generate conjugate enyne(7E)-1-THP-8-chlorine-5-alkyne-7-alkene-1-octanol; under the catalysis of metallic iron, (7E)-1-THP-8-chlorine-5-alkyne-7-alkene-1-octanol and a n-Butyl bromide grignard reagent are further subjected to coupling reaction to obtain (7E)-1-THP-5-alkyne-7-alkene-1-dodecanol, under the catalytic reduction of metal zinc, (5Z, 7E)-1-THP-dodecanol dienol; under the camphor sulfonic acid condition, (5Z, 7E)-1-THP-dodecanol dienol removes the THP protective group to obtain the final target product (5Z, 7E)-dodecanol dienol. The method of the invention has the advantages of easily available synthesis raw materials, low cost, mild reaction condition, easy operation, high yield and good stereoselectivity.
Owner:WENZHOU MEDICAL UNIV +1

Derivatives of 4-polyfluoroalkyl-2,4-disubstituted pyrrole and preparation method thereof

The invention discloses derivatives of 4-polyfluoroalkyl-2,4-disubstituted pyrroles as shown in a formula (II) and a preparation method thereof. The preparation method comprises the steps of dissolving fluorine-containing conjugated enyne, hydroxylamine hydrochloride and an alkali in an organic solvent, sufficiently reacting at a temperature ranging from 0 to the room temperature, removing the solvent, and obtaining fluorine-containing hydroxylamine compounds with an alkynyl group as shown in a formula (I) through column chromatography, next, dissolving the fluorine-containing hydroxylamine compounds with the alkynyl group in the organic solvent, cyclizing under co-catalysis of a gold catalyst and a protonic acid catalyst under the room temperature condition, removing the solvent, and obtaining the derivatives of the 4-polyfluoroalkyl-2,4-disubstituted pyrroles through column chromatography. The preparation method is capable of getting raw materials easily, high in yield, mild in reaction conditions, and simple to operate. The invention also provides the fluorine-containing hydroxylamine compounds with an alkynyl group as shown in the formula (I) and a preparation method thereof. The invention further provides a 2,4-disubstituted polyfluoroalkyl-containing pyrrole compound framework which plays an important role in synthesizing the substituted fluorine-containing pyrrole compounds.
Owner:EAST CHINA NORMAL UNIV

Method for continuously preparing dihydrobenzo [j] phenanthridine compound containing trifluoromethyl functional group by using micro-channel reaction device

The invention discloses a method for continuously preparing a dihydrobenzo [j] phenanthridine compound containing a trifluoromethyl functional group by using a micro-channel reaction device, which comprises the following steps: (1) dissolving a 1,7-eneyne compound and alkali in a proper solvent to obtain a material I; (2) dissolving a trifluoromethyl reagent and a photocatalyst in a proper solventto obtain a material II; (3) respectively pumping the material I and the material II into a micro-channel reaction device, fully mixing, and carrying out a photocatalytic trifluoromethylation reaction to obtain a reaction solution; and (4) quenching the reaction liquid, adding a corresponding organic solvent for extraction, collecting an organic phase, drying, concentrating and recrystallizing toobtain a target product. The micro-channel reaction device is used for preparing the 1,7-eneyne trifluoromethylation product, the reaction conditions are milder, the reaction rate can be effectivelycontrolled, the reaction time is shortened, continuous production is achieved, side reactions are reduced, the maximum product yield can reach 99.3%, the amplification effect is basically avoided, andindustrial amplification is facilitated.
Owner:NANJING UNIV OF TECH

Synthesis method of azepine anthraquinone

The invention relates to a synthesis method of azepine anthraquinone. The azepine anthraquinone is obtained by carrying out intramolecular 6-endo-dig cycloisomerisation reaction shown as in formula (1) on N-propargyl quinine with a 1,5-eneyne structure under the action of a metal catalyst, and purifying, wherein the intramolecular 6-endo-dig cycloisomerisation reaction is homogeneous phase metal catalytic reaction, the metal catalyst is gold salt, platinum salt or univalent gold complex; and the use level of the metal catalyst is 0.01-0.5 equivalent weight of the N--propargyl quinine. The gold slat is auri chloridum (AuCl3) or aurous chloride (AuCl); the platinum salt is platinum tetrachloride, platinum bichloride or potassium chloroplatinate; and the univalent gold complex is PPh3AuOTf, PPh3AuSbF6, PPh3AuNTf2 or LAuNTf2, wherein L is nitrogen heterocyclic ring carbene ligand. The invention realizes the synthesis of the azepine anthraquinone by utilizing metal catalytic intramolecular eneyne cyclization reaction, and has the advantages of simple and easy-accessible raw materials and moderate reaction conditions.
Owner:NANJING UNIV

Anticancer active molecular skeleton 1,4-enyne compound, and preparation method and application thereof

The invention discloses an anticancer active molecular skeleton 1,4-enyne compound, and a preparation method and application thereof. The preparation method comprises the following steps: an allyl alcohol raw material, terminal alkyne, tetrakis (triphenylphosphine)palladium, calcium bis(trifluoromethyl sulfonyl)imide and an additive are added into a reaction solvent in sequence; a catalytic reaction is carried out for 12-48 hours at an argon atmosphere at a temperature of 100 DEG C and under a stirring state; a reaction solvent in the reaction solution is removed; and purifying is carried outto obtain the anticancer active molecular skeleton 1,4-enyne compound. The 1,4-enyne compound can be used for medicines inhibiting human esophageal carcinoma cells. The usage amount of a palladium catalyst in the method is 1%, the usage amount of a calcium catalyst is 5%, the usage amounts are extremely small, but an expected effect can be achieved. According to the method disclosed by the invention, the substrate application range is wide, and the allyl alcohol can contain various substituted phenyls, heterocyclic rings and alkyls. The method disclosed by the invention is suitable for different types of allyl alcohol, and the 1,4-enyne compound can be synthesized in a scale of 10 g. The 1,4-enyne compound disclosed by the invention has relatively good anti-cancer activity.
Owner:NANJING UNIV OF TECH

1-trifluoromethyl-tetrasubstituted cyclopentene derivatives as well as preparation method and application thereof

The invention discloses 1-trifluoromethyl-tetrasubstituted cyclopentene derivatives shown as the formula (III) in the description as well as a preparation method and an application thereof. The 1-trifluoromethyl-tetrasubstituted cyclopentene derivatives are prepared from 2-trifluoromethyl-1,3-conjugated enyne compounds in the formula (I) in the description and 1,3-dicarbonyl compounds in the formula (II) in the description through a cyclization reaction in an organic solvent under the action of a base and a catalyst. The method adopts mild reaction conditions, is simple to operate and has great significance in synthesis of polyfunctional group substituted fluorine-containing cyclopentene compounds in the formula (III).
Owner:EAST CHINA NORMAL UNIVERSITY

Three-arm mannose derivative and preparation method thereof through combination with double-click chemistry

The invention relates to a three-arm mannose derivative and a preparation method thereof through combination with double-click chemistry. Firstly, a three-arm terminal alkene/ alkyne compound and [alpha]-D-azide mannose ([alpha]-Man-N3) are used for carrying out a CuAAC reaction between end group alkyne and azide to generate a rigid triazole group; then, the rigid triazole group and [alpha]-D-sulfydryl mannose ([alpha]-Man-SH) carry out a Thiol-ene reaction between end group alkene and the sulfydryl to generate a flexible thioether bond; and then, under an acidic condition of trifluoroacetic acid, protection of t-butyloxycarboryl is removed to obtain one series of three-arm mannose derivatives. Compared with the prior art, the invention utilizes the advantages of the click chemistry reaction to innovatively synthesize three kinds of three-arm mannose derivatives with different structures so as to be favorable for jointly utilizing RAFT polymerization in the later stage to prepare a sugar-containing polymer of which the side chain contains tri-functional mannose and perform an important guidance meaning for researching the influence of the rigidity and the flexibility of different branched chains of the polymer of which the side chain contains three-arm mannose for the biological characteristics.
Owner:SHANGHAI INST OF TECH
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