16 results about "Cyclopropanation" patented technology

The application discloses a chiral fluorocyclopropane carboxylate and a preparation method thereof. Under the catalysis of divalent rhodium, ethyl aryl diazoacetate and fluorostyrene are reacted through an asymmetric cyclopropanation reaction to generate a chiral fluorocyclopropane compound. Different substitution types of substrates in the system are expanded, and good universality is shown. Various types of substituted substrates can smoothly participate in the reaction to synthesize 12 fluorocyclopropane ester substrates with a yield of 56-89%, 82-99% ee and a highest >20.0:1.0 dr. The application efficiently realizes the introduction of a fluorine atom to a cyclopropane skeleton, and efficiently constructs the fluorocyclopropane compound under mild conditions, thereby providing a new strategy which is simple, efficient and has strong universality for the synthesis of the important compound.

The application discloses a preparation method of a cyclopropane compound and application of the cyclopropane compound in nematode killing activity. The application uses an electrochemical method to quickly cyclopropanate a methylene compound by using a cheap and easily available sulfide. The synthesis method is simple, clean, efficient, short in reaction time, low in energy consumption, and cheap and easily available in raw materials, and is suitable for mass production and better research. Through activity testing, the cyclopropane compound has strong activity against pine wood nematode disease, and relevant research provides a good basis for strong biological activity, anticancer activity, antibacterial activity and anti-inflammatory activity.

The invention belongs to the field of organic chemical synthesis, and relates to a method for synthesizing a natural product Pyrroloazocine indole alkaloid skeleton. According to the method, a commercially available compound 1 and phenylhydrazine are taken as synthesis starting points, and a [2.2. 2] bridge ring system is constructed through key Fischer indole synthesis, Stille coupling reaction and intermolecular Diels-Alder reaction. The preparation method comprises the following steps: carrying out a cyclopropanation reaction mediated by carbene, carrying out a Ley-Griffith oxidation reaction, and carrying out a Beckmann rearrangement and an intramolecular SN2 cyclization cascade reaction so as to realize the construction of the core skeleton of the Pyrroloazocine indole alkaloid. According to the method, a material basis can be provided for activity testing of the Pyrroloazocine indole alkaloid and the analogue thereof, and a thought is provided for synthesis route design of more complex cage-shaped indole alkaloid basic frameworks.

The invention relates to asymmetric catalyst systems and uses thereof. The asymmetric catalyst system comprises a copper catalyst, a ligand and a solvent, the solvent comprises a solvent of which the molecular structure contains a benzene ring; the ligand comprises at least one compound with the structure shown as the formula IV and the formula V. According to the preparation method, an asymmetric catalyst system with a specific structure and composition is selected, so that the problem of three-dimensional control caused by small energy difference of a cis / trans path in fluorocyclopropanation is solved, and high enantioselectivity and diastereoselectivity of the product are realized. Formula IV and formula V

The invention discloses a method for synthesizing a polysubstituted furan compound through ring opening of gem-difluorocyclopropane, and belongs to the technical field of compound synthesis. The preparation method comprises the following steps: carrying out ring-opening defluorination-nucleophilic addition reaction on a gem-difluorocyclopropane compound, a carbonyl compound and a ligand in a solvent, and sequentially carrying out filtration, rotary evaporation and column chromatography after the reaction to obtain the polysubstituted furan compound. The method is simple and convenient to operate, the raw materials are easy to obtain, the reaction conditions are mild, the furan ring is efficiently constructed through the one-pot cascade reaction, and an efficient and practical new way is provided for synthesis of the polysubstituted furan compound.

The invention discloses a continuous preparation method for carrying out cyclopropanation reaction by using a microreactor. According to the method, a three-stage series bottom splashing microreactor system is adopted, and efficient and safe cyclopropanation reaction is realized through gradient catalysis design and accurate temperature control. A reaction system comprises olefin, a diazomethane precursor, alkali liquor and a solvent, wherein a catalyst adopts a gradient distribution design of SBA-15 and CeO2 loaded monatomic palladium. And the three-stage series bottom splashing microreactors are respectively controlled at different temperatures. The process is simple, high conversion rate and high safety are realized, and the cost is reduced.

The application relates to the field of drug synthesis, and particularly discloses a high-efficiency asymmetric synthesis method of a sitafloxacin intermediate (1S, 2S)-2-fluorocyclopropane carboxylic acid, which comprises the following steps: S1. reacting a compound SM1 with a chiral compound SM2 in a solvent under the action of an alkali to obtain an epoxide ring-opening chiral compound 1; S2. introducing a group into a hydroxyl group in the compound 1 to obtain a compound 2; S3. obtaining an absolute chiral configuration cyclopropane compound 3 from the compound 2 under the action of an alkali; S4. obtaining an absolute chiral configuration compound 4 from the compound 3 after a deprotection group; S5. generating an absolute chiral configuration compound 5 by oxidizing the compound 4 with an oxidizing agent; and S5. removing a benzene (sulfo) sulfonyl group from the compound 5 to obtain the absolute chiral configuration (1S, 2S)-2-fluorocyclopropane carboxylic acid. The preparation method has the advantages that starting materials are easy to obtain, each step in the synthesis process is simple in operation and separation and extraction, the reaction conditions are mild, the cis-trans selectivity is special, the enantioselectivity is high, the total yield and production capacity are high, and the method is suitable for large-scale industrial production.

The present invention relates to an improved process for the preparation of cyclopropyl compounds from olefins, in particular to an improved process for the preparation of cyclopropyl compounds from olefins by reaction (cyclopropanation reaction) of olefins in the presence of bromochloromethane, elemental zinc and elemental copper or copper compounds.

The invention discloses a boron-based compound, a preparation method thereof and an application of the boron-based compound in synthesis of bororidine, and the boron-based compound is prepared by taking a hydroborane derivative as a boron source and a specific diphosphine compound as a ligand through a mild deprotonation process. According to the preparation method, a strong reducing agent does not need to be used, the reaction condition is mild, and the boron-based compound modified by different space electric substituent groups can be prepared. More importantly, the boron-based compound provided by the invention is different from the traditional nucleophilic boron-based, has amphiphilic reactivity, and can be used as a boron transfer reagent to efficiently react with an olefin compound at room temperature to construct a boron heterocyclic propane compound, and the phosphine ligand in the prepared boron heterocyclic propane compound is easy to leave, so that the boron heterocyclic propane compound can be used for preparing the boron heterocyclic propane compound. The compound can be used as a reagent for further conversion, and has a good application prospect in the fields of organic chemistry and medicinal chemistry.

The present invention relates to novel compounds of formula (1), pharmaceutical compositions comprising such compounds and their use for treating, alleviating or preventing diseases or disorders relating to cancer, as well as their use for treatment or prevention of NF-kB-related diseases or disorders.

The present disclosure provides methods of preparing substituted cyclopropane compounds.

Disclosed are methods for forming a cyclopropyl or cyclopropenyl ring in a compound by, for example, contacting an unsaturated hydrocarbon and an active methylene compound with an oxidant and a catalytically effective amount of a photocatalyst; and irradiating the photocatalyst with a light source to form a cyclopropyl or cyclopropenyl-containing product. Also described herein are methods for forming a cyclopropyl or cyclopropenyl ring in a compound by contacting an unsaturated hydrocarbon and an active methylene compound with an oxidant under conditions effective to form a cyclopropyl or cyclopropenyl ring. Additionally disclosed herein are compounds comprising a cyclopropyl or cyclopropenyl ring formed by the methods disclosed herewith.

The application discloses a kind of double sulfur ylide compounds, its preparation method and application.The application discloses a kind of compound as shown in formula I: Wherein, m and n are independently 0, 1, 2, 3, 4 or 5;R 7 And R 8 Independently be C1~C6Alkyl, C1~C6Alkoxy, nitro or halogen;E is CO2R 9 ;R 9 C1~C6Alkyl.This double sulfur ylide compound can be used as the difluorocarbene precursor of photo initiation, can release difluorocarbene under room temperature and neutral blue light condition, can realize the gem difluorocyclopropanation reaction of olefin under photocatalysis and the difluoromethylation reaction of alcohol, provides important methodological support for the post modification of functional molecule in medicine, material and the like.

The invention belongs to the technical field of crystal form drug molecules, and particularly relates to a crystal form of a cyclopropane compound, in particular to fumarate of lybula. According to the present invention, Cu-K [alpha] radiation is used, and the crystal form has diffraction peaks at positions of 5.81 + / -0.2 DEG, 11.69 + / -0.2 DEG, 12.72 + / -0.2 DEG and 15.49 + / -0.2 DEG in an X-ray powder diffraction pattern represented by a 2 [theta] angle. The crystal form is good in stability and powder property, has improved dissolution performance, pharmacokinetic effect and the like, and is more suitable for pharmaceutical use through comprehensive evaluation; the preparation method is simple and easy to operate, high in product purity and yield and suitable for large-scale popularization and application.

The application discloses a nirmatrelvir intermediate and a preparation method and application thereof, and belongs to the technical field of drug synthesis. The nirmatrelvir intermediate and the preparation method thereof are characterized in that 3-methyl-2-butenal is used as a starting material, and a first reactant is obtained through reductive amination reaction of the 3-methyl-2-butenal and benzylamine; acylation reaction of the first reactant and bromoacetyl bromide is performed to obtain a second reactant; under the condition that tetramethylguanidine is used as an alkali, diazotization reaction of the second reactant and N,N'-bis(p-tolylsulfonyl)hydrazine is performed to obtain a diazo compound; and the diazo compound is catalyzed by a metal catalyst to obtain a chiral pure cyclopropane compound, namely the nirmatrelvir intermediate. The method for preparing the nirmatrelvir intermediate has the advantages that a metal catalyst is used for catalysis, the reaction condition is mild, and the ee value of the obtained target product can reach 92.6%.

Methods for preparing 3-azabicyclo[3.1.0]hexane-6-carboxamide derivatives, said derivatives being usable as SSTR4 agonist compounds. Methods for preparing 3-azabicyclo[3.1.0]hexane-6-carboxamide derivatives, carried out via a rhodium-catalyzed cyclopropanation reaction with a diazonyl acetate alkyl ester under low catalyst loading. Methods for preparing 3-azabicyclo[3.1.0]hexane-6-carboxamide derivatives, the method comprising an isomerization step and / or a selective hydrolysis step. Methods for preparing intermediate compounds, carried out via a rhodium-catalyzed cyclopropanation reaction with a diazonyl acetate alkyl ester under low catalyst loading, said intermediate compounds being usable for preparing various 3-azabicyclo[3.1.0]hexane-6-carboxamide derivatives.