203 results about "Cyclopropanecarboxylic acid" patented technology

The invention relates to the medicine chemical synthesis field, and especially discloses a preparation method of a Ticagrelor intermediate. The preparation method comprises the following steps: 1) taking 3,4-difluorobenzaldehyde (I) as an initial raw material, reacting with a phosphorus ylide material liquid to obtain (E)-3-(3,4-difluorophenyl)-2-acrylic acid ester (II); 2) performing a Simons-Smith asymmetric cyproteronethe reaction on the (E)-3-(3,4-difluorophenyl)-2-acrylic acid ester (II) to obtain trans-(1R,2R)-2-(3,4-difluorophenyl) cyclopropanecarboxylic acid ester (III); 3) performing aminolysis on the trans-(1R,2R)-2-(3,4-difluorophenyl) cyclopropanecarboxylic acid ester to obtain trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxamide (IV); and 4) performing a Huffman rearrangement reaction on the trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxamide (IV) to obatain the Ticagrelor intermediate (V). The method of the invention has the advantages of simple process, convenient operation, mild reaction condition and easy control, low cost and easy acquisition of raw material, high product yield and product purity, and is adapted to large scale industrial production.

The invention discloses aryl formyl amino cyclopropanecarboxylic acid serving as a novel plant growth regulator. The compound provided by the invention is shown as a general formula I, wherein in the formula I, R may be R1 or R2; R1 may be phenyl or a benzene ring containing a substituent group; R2 may be pyridyl or a pyridine ring containing a substituent group; and the substituent groups in the benzene ring containing the substituent group or the pyridine ring containing the substituent group may be one or any two of halogen, NO2, alkyl and alkoxy. Experiments prove that the aryl formyl amino cyclopropanecarboxylic acid compound synthesized by the invention has the plant growth regulation activity of inhibiting seed germination by the measurement on the germination activity of wheat seeds.

The invention discloses a preparation method for olaparib. The preparation method comprises the following steps: subjecting 4-(4-fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one, a condensing agent, cyclopropanecarboxylic acid, alkali and a polar organic solvent to a reaction at 0 to 120 DEG C for 2 to 8 h; adding water; allowing a solid to be precipitated; and carrying out pumping filtration, washing and drying so as to obtain olaparib. According to the invention, cyclopropanecarboxylic acid is used as a raw material; reaction conditions are mild; operational safety is good; organic solvents like dichloromethane is not needed for aftertreatment; separation and purification steps are simple; the yield of olaparib is high, as high as 92% or above; raw materials are easily available; the method is simple; side reactions are few; the chromatographic purity of olaparib is high; industrial scale-up production can be easily implemented; and the method has good industrial application prospects.

The invention provides a synthetic method of plant growth regulator trinexapac-ethyl intermediate 3-carbethoxy-5-oxo-cyclohexane-1-enol cyclopropanecarboxylate. The synthetic method comprises the following steps: (1) carrying out annulation reaction on 2-acetonyl-1,4-diethyl succinate and organic alkaline at the temperature of 20-120 DEG C for 0.5-5 hours in a non-polarity organic solvent to obtain 3,5-cyclohexanedione-1-ethyl formate; and (2) adding organic amine and cyclopropanecarboxylic acid chloride, and carrying out acylation reaction at the temperature of minus 5-50 DEG C, so as to obtain 3-ethoxycarbonyl-5-oxo-cyclohexane-1-enol cyclopropanecarboxylate in the presence of micromolecular alcohol, ether, ketone and nitrile the carbon atoms of which are below C8 and are used as additives. According to the method, special additives are added before acylation so that cyclopropanecarboxylic acid chloride can directly react with intermediate-state 3-ethoxycarbonyl-5-oxo-cyclohexane-1-enol sodium salt to obtain the trinexapac-ethyl precursor 3-ethoxycarbonyl-5-oxo-cyclohexane-1-enol cyclopropanecarboxylate, thereby shortening reaction time, simplifying synthesis process and improving yield; and the product is directly rearranged without purification so as to obtain the final product trinexapac-ethyl.

The present invention relates to a process by a series of reactions using tetrafluorocyanobenzens as material for producing tetrafluorobenzenemethanols, tetrafluorobenzenecarbaldehyde dialkylacetals and tetrafluorobenzenecarbaldehydes in a high purity and a high yield which are useful as intermediates in the production of cyclopropanecarboxylic acid esters having insecticidal action, and also relates to a novel tetrafluorobenzenecarbaldehyde dimethylacetal.

The invention discloses a method of preparing cis, trans-ethyl 2,2-dimethyl-3-(1-isobutenyl)cyclopropane-1-carboxylate, comprising of making the ethyl glycinate hydro and sodium nitrite in the solvent diazo-react without additional addition of organic acid or mineral acid to get ethyl diazoacetate which is to react with the 2,5-Dimethyl-2,4-hexadiene under the catalyst effect and then be desolvated and rectificated to get ethyl chrysanthemumate.The invention is easy to use with high production yield and high contents.

The invention relates to the field of detection of butyrylcholinesterase, and discloses a near-infrared hemicyanine-based fluorescent probe for detecting butyrylcholinesterase, a preparation method and applications thereof, wherein specifically the near-infrared hemicyanine-based fluorescent probe has a structure represented by a formula (1). The method comprises that a compound represented by a formula (2) contacts cyclopropanecarboxylic acid chloride in an organic solvent under a nucleophilic reaction condition in the presence of an acid binding agent. The applications comprise: applicationsin the detection of the activity of butyrylcholinesterase, and a detection method and a detection kit for the activity of butyrylcholinesterase. The near-infrared hemicyanine-based fluorescent probeof the present invention has advantages of high sensitivity, good selectivity, high fluorescence intensity change, easy detection, high stability, convenient use and low cost in the application related to the detection of the activity of carboxypeptidase Y. The formulas (1) and (2) are defined in the specification.

The invention provides an application of ACC (1-aminocyclopropane-1-carboxylic acid) as a bacterial chemotactic substance. Through the plate chemotaxis assay, swam plate assay and capillary chemotaxis assay, a new use of ACC is found, namely, ACC has positive chemotaxis effect on bacteria, in particular, Pseudomonas putida, so that ACC can be used as the bacterial chemotactic substance.

There is provided a production method of formylcyclopropanecarboxylate compound of formula (2):

wherein R¹ and R² are as defined below,

which comprises reacting

a cyclopropanecarboxylate compound of formula (1):

wherein and R¹ represent a linear, branched or cyclic alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group,

• • R² represents a hydrogen atom or a methyl group, with at least one oxidizer selected from the group consisting of hypohalite, N-halosuccinimide, a trichloroisocyanuric acid, and iodine, in the presence of a nitroxy radical compound.

The present invention relates to 1-amino-1-cyclopropanecarboxylic acid hydrochloride salt formulations and methods of their use.

The invention belongs to the field of chemical synthesis of drugs, particularly relates to a synthetic method of 1-(2,2-difluoro-benzo[d][1,3]) dioxole-5-yl) cyclopropanecarboxylic acid and an intermediate and aims to provide a synthesis method of a compound (1). The method comprises steps as follows: a, a compound (4) and boron tribromide react, and a compound (3) is synthesized; b, the compound (3) and difluorodibromomethane have a ring closing reaction in the presence of a phase-transfer catalyst, and a compound (2) is synthesized; c, the compound (2) is hydrolyzed, and the compound (1) is synthesized. According to the synthetic method and the intermediate, one novel compound (4) is provided, one novel preparation method of the compound (1) is obtained, with the adoption of the method, not only can the overall yield of the reaction be increased, but also expensive reaction raw materials can be avoided, and the reaction cost is reduced to the great extent; besides, according to the method, utilization of a palladium catalyst and a dangerous sodium cyanide reagent can further be avoided, the safety of pharmaceutical production is guaranteed, and the method is applicable to industrial production.

The present invention relates to compounds of general formula I,

wherein the groups R, R¹, R², R³, m and n are defined herein, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

The alpha-cypermethrin anti-fouling preparation is one kind of efficient environment friendly marine use anti-fouling preparation prepared with artificially synthesized derivative of pyrethrin as the pyrethrum extract and has low cost, high efficiency and environment friendship. Alpha-cypermethrin has the molecular expression of C22H19Cl2NO3, molecular weight of 416.35 and molecular structure as shown.

The invention discloses a grape regulating chemical which is a solution, a suspension, wettable powder or water dispersible granules prepared from a compounded coloring agent and auxiliary materials, wherein the compounded coloring agent is prepared from 2,4-dichlorobenzoyl amino cyclopropanecarboxylic acid and an active aid through uniform mixing; and the active aid is brassinolide, diethylaminoethyl hexanoate or guayule. The grape regulating chemical disclosed by the invention is safe and efficient, is good in grape coloring effect, high in coloring speed, small in side effect and capable of improving the quality of grapes, improving the commodity of grapes and increasing the economic benefits.

There is disclosed a process process for producing a cyclopropanecarboxylate of formula (1):

which process comprises reacting cyclopropanecarboxylic acid of formula (2):

with a monohydroxy compound of formula (3):

R⁶OH  (3),

in the presence of a catalyst compound comprising an element of to Group 4 of the Periodic Table of Elements.

A method of producing 2-fluorocyclopropane-1-carboxylic acid ester, which comprise by allowing a compound represented by the following formula (1):

wherein X represents a chlorine atom, a bromine atom or an iodine atom; and R¹ represents an alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an aralkyl group composed of an aryl group having 6 to 12 carbon atoms and an alkylene group having 1 to 6 carbon atoms; to react with a reducing agent in the presence of a phase transfer catalyst.

According to the production method of the present invention, the reaction time of dehalogenation can be greatly shortened.