54 results about "Ethyl diazoacetate" patented technology

The invention belongs to the technical field of medicine and discloses a 2',3'-dihydrospiro[cyclopropane-1,1'-indene]-2-amine derivative of a formula (I) as well as a preparation method thereof. The preparation method comprises the following steps: performing Witting reaction on II to obtain III, catalyzing cyclopropanation reaction of ethyl diazoacetate and the III by rhodium acetate to obtain IVand V, performing hydrolysis, performing Curtius rearrangement to obtain VI and VII; (1) removing Boc from the VI or VII and performing reduction and ammoniation to obtain a compound VIII or IX; or (2) performing substitution on the VI or VII and 2-chlorine-1-morpholine ethane-1-ketone to obtain X or XI; or (3) performing reduction and ammoniation on the VI or VII and (4-oxycyclohexyl)tert-butylcarbamate, and removing Boc to obtain a compound XII or XIII; or (4) performing Suzuki coupling on the VI or VII and substituted arylboronic acid, removing Boc to obtain XIV or XV, and performing reduction and ammoniation to obtain VIII or IX. The derivative of the formula (I) has high inhibition activity, has high selectivity on homologous enzyme such as monoamine oxidase and LSD2, and is expected to be developed into a medicine for treating diseases such as acute myelogenous leukemia.

The invention discloses a preparation method of chiral dimethyl cyclopropyl carboxamide. The method comprises a step of asymmetric cyclopropyl alkylation and a step of catalytic amidation of cyclopropyl formic ether, wherein in the step of asymmetric cyclopropyl alkylation, a cyclopropyl alkylation reaction is carried out on ethyl diazoacetate and isobutene under the catalysis of a chiral ligand complex of a cuprous salt so as to obtain (S)-dimethyl cyclopropyl formate; and in the step of catalytic amidation of cyclopropyl formic ether, an ammonolysis reaction is carried out on the (S)-dimethyl cyclopropyl formate by one step so as to directly obtain (S)-2,2-dimethyl cyclopropyl carboxamide, and refining the carboxamide with an alcohol so as to obtain the chiral dimethyl cyclopropyl carboxamide with chemical purity being greater than 99.5% and an e.e. value being greater than 99.5%. Thus, the method used for synthesizing the (S)-2,2-dimethyl cyclopropyl carboxamide is environment-friendly, simple, rapid and efficient.

The invention discloses a method for preparing N-sulfonimide: using ferric sulfate as a catalyst or no catalyst, and potassium hydrogen sulfate as an auxiliary agent to realize the three-component reaction of amide, sulfonamide and ethyl diazoacetate to prepare N ‑Sulfonimide has the following advantages: cheap and green catalyst, more economical reaction, wide substrate versatility, readily available raw materials, can be carried out in the air, and simple post-processing, which is conducive to the synthesis of drug molecules and large-scale industrialization applications in . At the same time, the reactants, catalysts, assistants and the like used in the present invention are cheap and easy to obtain, the reaction composition is reasonable, no ligands and toxic metal catalysts are required, the atom economy is high, the reaction steps are few, and a higher reaction can be obtained only in one step. Yield, in line with the requirements and directions of contemporary green chemistry and medicinal chemistry.

The invention discloses a preparation method of a key intermediate of amlodipine, and relates to the field of pharmaceutical synthesis. The specific steps are as follows: compound 3 (2-(2-(2-hydroxyethoxy)ethyl)isoindoline-1,3-dione) is obtained by reacting with DMSO (dimethyl sulfoxide) and oxalyl chloride Compound 2 (2-(2-(1,3-dioxaisoindolin-2-yl)ethoxy)acetaldehyde); then compound 2 and ethyl diazoacetate, catalyzed by Lewis (Lewis) acid A C-H bond insertion reaction occurs under the following conditions to obtain compound 1 ((2-(1,3-dioxaisoindolin-2-yl)ethoxy)-3-oxabutyric acid ethyl ester). The preparation method of the present invention avoids the NaH route commonly used in current production, the total yield is equivalent to the NaH route, and the raw materials are cheaper and easier to obtain, thereby greatly improving the safety and production efficiency, and reducing the total cost by about 30%. Suitable for industrial production.

The invention discloses a method for preparing 4-aminobutyrate derivatives, and relates to a method for preparing the 4-aminobutyrate derivatives. The purpose of the invention is to solve the problemsof complicated steps, a low yield, and environmental pollution in the synthesis of the 4-aminobutyrate derivatives by using conventional methods. The method comprises the following steps: a diarylamine derivative, an olefin derivative and ethyl diazoacetate are dissolved into an organic solvent under a nitrogen atmosphere and room temperature, then a photocatalyst is added, mixing is performed uniformly, the mixed material is placed below a blue LED lamp, an illumination reaction is performed, rotary evaporation is performed to remove the solvent, chromatography separation purification is performed by using a silica gel column, and therefore the product, one 4-aminobutyrate derivative, is obtained. The reaction in the method provided by the invention can be performed under a normal temperature and normal pressure, the reaction conditions are mild, the yield can reach 80%, and the method has the advantages of simple operation, no pollution, safety, environmental friendliness and low costs, and is applied to the field of organic synthesis.

The invention belongs to the technical field of chemical medicines, and specifically relates to a synthesis method of (1R,2R)-1-p-thiamphenylphenyl-2-amino-1,3-propanediol (I). The method comprises: 1. Compound (III) is prepared by condensing p-thymphenylbenzaldehyde (II) with primary amine. 2. Under the action of a catalyst, compound (III) undergoes acridinization reaction with ethyl diazoacetate to generate compound (IV). 3. Compound (IV) is reduced to obtain compound (V). 4. Under the action of acid, compound (V) undergoes a one-pot ring-opening reaction and deprotection reaction to obtain (1R,2R)-1-p-thiamphenylphenyl-2-amino-1,3-propanediol ( I). The method of the invention has the advantages of novel design, short route, mild conditions, simple operation, good enantioselectivity, high yield and good industrialized production prospect.

The invention discloses a production device and method for catalytically synthesizing an allyl amyl glycolate perfume with solid acid. The production method comprises the following steps of by takingdichloroethane as a solvent, under the nitrogen protection condition, performing O-H insertion reaction to obtain isopentyloxy ethyl acetate by adopting a solid rhodium catalyst, ethyl diazoacetate and isoamyl alcohol as starting raw materials, and then performing saponification and acidification to obtain isoamylacetic acid; and then by taking the solid acid as a catalyst, performing condensationreaction on the isoamylacetic acid and allyl alcohol to obtain an allyl amyl glycolate perfume product. By adopting the production device and method, the reaction time is greatly shortened, the process flow is relatively short, the raw materials are available, and the total yield is increased; and for a solid catalyst, solid-liquid separation of the solid acid catalyst is realized by adopting anautomatic backwashing filtration technology, the solid acid catalyst has the advantages of easiness in separation with a liquid phase reaction system, non corrosion to equipment and simpleness in post-treatment, overcomes the problems that existing liquid acid corrodes the equipment, and acid-contained wastewater pollutes environment and is high in selectivity, and solid-liquid separation can be performed at a lower temperature.

Disclosed is a new method for synthesizing 2-fluorocyclopropanecarboxylic acid comprising: 1) performing reaction of 1,1-dichloro-1-fluoroethane with thiophenol in the presence of an alkali, to produce a phenyl sulfide intermediate; 2) performing oxidation reaction of the phenyl sulfide intermediate with Oxone; 3) performing elimination reaction of the product of Step 2) in the presence of an alkali, to obtain 1-fluoro-1-benzenesulfonyl ethylene; 4) performing addition reaction of the 1-fluoro-benzenesulfonyl ethylene with ethyl diazoacetate in the presence of a catalyst, to obtain a cyclopropane intermediate; 5) performing elimination reaction of the cyclopropane intermediate in the presence of an alkali before acidification, to obtain 2-fluorocyclopropanecarboxylic acid. Herein, the synthetic route is short, used materials are bulk commodities, and raw materials are inexpensive and readily available. The process can be safely scaled up by replacing commonly used mCPBA reagents with Oxone. Further, reaction yield is improved, production cost is greatly reduced, and operation is simplified.

The invention provides a method for preparing trans-D-chrysanthemic acid, which belongs to the field of organic synthesis. The method of the present invention is that 2-methyl-5,5,5-trichloro-2-pentene and ethyl diazoacetate are synthesized by an asymmetric cyclopropanation reaction to trans-derothrin, and then hydrolyzed to generate trans- D-V-chrysanthemic acid (DV-chrysanthemic acid). The chiral ruthenium catalyst used is generated in situ by ruthenium salts and chiral tridentate P,N,N-ligands in various polar and non-polar solvents. The present invention can conveniently synthesize trans D-chrysanthemic acid (DV-chrysanthemic acid), and its enantiomeric excess percentage is as high as 90%. The invention has the characteristics of simple operation, readily available raw materials, wide application range of substrates, high enantioselectivity and the like.