25 results about "Enantiomer" patented technology

This invention belongs to the field of membrane separation and functional membrane materials technology, and discloses a chiral graphene oxide-based separation membrane, its preparation method, and its application. The membrane is composed of graphene oxide and / or reduced graphene oxide sheets and a single-stranded DNA-single-walled carbon nanotube complex. The single-stranded DNA helically winds around the outer surface of the single-walled carbon nanotubes to form a one-dimensional chiral nanochannel and intercalates between the sheets, forming a three-dimensional chiral channel network connected in the membrane thickness direction. The preparation method includes: heating and decohexing salmon sperm double-stranded DNA in a urea-containing buffer to obtain single-stranded DNA; dispersing single-walled carbon nanotubes and then complexing them with the single-stranded DNA; further mixing with a graphene oxide or reduced graphene oxide dispersion; and vacuum filtration to form the membrane. This membrane exhibits a high separation factor for chiral enantiomers such as L / D-phenylalanine, with an excess value of up to 99.95% for L-phenylalanine enantiomers after multi-stage separation, making it suitable for the efficient separation of chiral drugs and amino acids.

The application belongs to the technical field of analysis and detection, and discloses a chiral detection platform based on a hydrogel SERS chip and application thereof.The core of the application is that the inherent chiral structure of a hydrogel matrix in a specific hydrogel SERS chip is found and utilized for the first time, so that specific enantiomers of chiral molecules can be directly and highly selectively recognized and detected without any exogenous chiral modifier or complex separation process.When the chip is used for detection with levomeprazole as a model analyte, only levomeprazole can be selectively adsorbed and produce a strong characteristic SERS signal, and the response of the dextrogyratory enantiomer is weak under the optimal conditions of an acid medium with pH 4.The sensor constructed by the method exhibits high sensitivity to levomeprazole, and the detection limit reaches 1.0x10 ‑7 mol / L, excellent selectivity and good anti-biological matrix interference capability, thereby providing a novel, simple and efficient solution for rapid analysis of chiral drugs.

This application discloses a method for synthesizing chiral cyano-containing full-carbon quaternary cyclic compounds, characterized by the following steps: mixing a solvent, an oxidant, an alkynyl malononitrile compound, a carboxylic acid compound, a palladium salt, and a chiral dinitrogen ligand; reacting the mixture; drying; and separating to obtain the chiral cyano-containing full-carbon quaternary cyclic compound. This method can achieve a palladium-catalyzed tandem reaction of alkynyl malononitrile with a carboxylic acid involving asymmetric acyl oxidative cyclization / acyl migration, yielding cyano-containing full-carbon quaternary cyclic compounds with optical purity in good yields (enantiomer ratios up to 96.5:3.5). This invention features a broad substrate range, readily available raw materials, simple and practical operation, and mild reaction conditions.

This invention belongs to the field of organic ligand technology, and specifically discloses a phosphoxazolin ligand having the structure shown in general formula I or general formula II, or its tautomers, enantiomers and diastereomers: , R 1 Selected from hydrogen, alkyl, perfluoroalkyl, alkoxy, aryl; R 2 Selected from hydrogen, alkyl, perfluoroalkyl, alkoxy, aryl; R 3 Selected from alkyl, cycloalkyl, alkenyl, and aryl; R 4 Selected from alkyl, cycloalkyl, alkoxy, perfluoroalkyl, aryl, and fluorine atoms; R 5 Selected from hydrogen, alkyl, cycloalkyl, alkoxy, perfluoroalkyl, aryl, and fluorine atoms; R 6 The substituents are selected from hydrogen, alkyl, cycloalkyl, alkoxy, perfluoroalkyl, aryl, and fluorine atoms; n and m are the number of substituents, where n+m≤5. This invention also discloses a method for preparing phosphosoxazoline ligands and their application in catalytic allylation, bicyclization, intermolecular desymmetry, or intramolecular condensation reactions of nitrile derivatives.

Compounds of formula (I) or their pharmaceutically acceptable salts, hydrates, solvates, esters or their optical isomers, racemates, diastereoisomers, enantiomers, tautomers, or a mixture thereof; said compounds exhibits anti-plasmidal activities, in particular for the treatment of malaria diseases.

The present invention relates to cocrystalline forms of 4-[4-[3- chloro-4-[l-(5-fluoro-2-pyridyl)-2-hydroxy-ethoxy]pyrazolo[l,5- a]pyridin-6-yl]-5-methyl-triazol-l-yl]piperidine-l-carbonitrile, R- enantiomer ("Isomer 2"), with gallic acid (I), and to cocrystalline forms of 4-[4-[3-chloro-4-[l-(2-pyridyl)-2- hydroxy-ethoxy]pyrazolo[l,5-a]pyridin-6-yl]-5-methyl-triazol-l- yl]piperidine-l-carbonitrile, R-enantiomer ("Isomer A"), with gallic acid or nicotine amide (II) The compounds are fibroblast growth factor receptor 3 (FGFR3) inhibitors for use in methods of treatment of e.g. cancer. Provided herein are also methods for the preparation of said cocrystalline forms.

The invention relates to processes for producing racemic (4R,4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamide of formula (I) from the enantiomers (Ia) or (Ib); a process for producing (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamide of formula (Ia); a process for producing racemic (4R,4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamide of formula (I) from the pyridine of formula (II). The subjects of the invention have in common the irradiation of the compound of formulas (Ia), (Ib) and / or (II) with light in a suitable solvent, or solvent mixture, in the presence of a base. The compounds of formulas (Ia), (Ib) and / or (II) are intermediate products, by-products or target compounds in the synthesis of finerenone (compound according to formula (Ia)).

The application discloses a method for detecting enantiomers in (S)-(1-hydroxypropan-2-yl) tert-butyl carbamate by high performance liquid chromatography. Specifically, the test product is dissolved in a diluent, and detection is performed by using a high performance liquid chromatograph, wherein a CHIRALPAK IG is used as the chromatographic column, the specification of the chromatographic column is an inner diameter of 4.6 mm, a length of 250 mm, and a filler particle size of 5 microns; a mobile phase is water-acetonitrile-tetrahydrofuran, and the volume ratio is 900:75:25; and isocratic elution is adopted. The method is simple and rapid, does not need derivatization treatment, has high sensitivity, good sample solubility, and accurate results, and is suitable for quality control of (S)-(1-hydroxypropan-2-yl) tert-butyl carbamate.

This invention belongs to the field of chemical catalysis technology, and discloses a class of bridged carboxylic acid-containing bifunctionalized phosphine ligands or their racemates or enantiomers, as well as their preparation methods and applications. The bridged carboxylic acid-containing bifunctionalized phosphine ligands or their racemates or enantiomers of this invention have the structures shown in Formulas I-V: wherein, R 1 R' is a C1-C5 straight-chain alkyl group; R' is any one of substituted or unsubstituted aryl, substituted or unsubstituted alkyl, or substituted or unsubstituted cycloalkyl. The bridged carboxylic acid-containing bifunctionalized phosphine ligand of this invention, with biphenyl as its backbone, achieves complete transfer of facet chirality to axial chirality through a desymmetry reaction via precise chiral recognition and control. The resulting chiral ligand exhibits advantages such as high reactivity, good enantioselectivity, and a wide substrate adaptability. It is particularly effective in palladium-catalyzed asymmetric C-H bond-activated arylization reactions of halogenated compounds and can be applied to asymmetric C-H bond-activated arylization reactions.

This invention relates to the field of health food testing technology, and particularly to a method and system for rapid determination of ascorbic acid enantiomer content in health foods using ultra-high performance phase chromatography (UHPLC). After extraction with metaphosphoric acid solution via ultrasonication in the dark, centrifugation, and filtration, the sample is separated using a Waters Acquity BEH column. Gradient elution is performed using supercritical carbon dioxide and 0.1% phosphoric acid methanol solution as the mobile phase, under conditions of 13.8 MPa system back pressure, 31 °C column temperature, and 245 nm detection wavelength. The contents of D(−)-ascorbic acid and L(+)-ascorbic acid are determined using the external standard method. This invention can achieve effective separation of the two ascorbic acid enantiomers in a short time, and has advantages such as fast analysis speed, good separation effect, high accuracy, good repeatability, and low organic solvent consumption. It is suitable for quality control and regulatory detection of ascorbic acid enantiomers in various health foods such as tablets, capsules, and liquids.

This invention provides a method for producing safinamide and its salts that have high optical purity with reduced enantiomerity. [Solution] A method for producing a salt of safinamide having high optical purity is provided, by contacting a mixture containing safinamide and its enantiomers with an acid selected from the group consisting of L-tartaric acid, L-glutamic acid, and D-mandelic acid in a reaction solvent.

The application discloses a kind of chiral drug detection methods based on polarization raman microspectral system, based on an optical detection system including signal excitation module, polarizing module, detection polarization module and raman spectrum detection module;Through signal excitation module collimation is carried out to excitation light, obtains the corresponding polarization state of excitation light after polarizing module, then the polarized light is transmitted to sample, finally the raman signal of sample is transmitted to raman spectrum detection module by detection polarization module.The application has the advantages compared with prior art: using self-built polarization raman spectrum detection system, the configuration identification of enantiomer and accurate quantitative analysis of effective drug component are carried out to chiral drug, and a more comprehensive method is provided for the research of chiral drug.

This invention relates to a chiral device for identifying enantiomers of amino acids, which can be used to distinguish different enantiomeric configurations of the same amino acid. Light is incident from a substrate along the z-direction, passing sequentially through a glass substrate and a gold nanorod composite structure. The gold nanorod composite structure consists of a double L-structure and disjointed tandem nanorods, making full use of gaps and structural asymmetric absorption to achieve a circular dichroism signal of 0.147 in the near-infrared 0.6–1.7 μm band. The refractive index sensitivity at the peak of the circular dichroism spectrum can reach 324 nm / RIU, enabling the identification of amino acid enantiomers.

An improved synthesis of (R)-6-(2-amino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphtalen-2-ol proceeds by three steps: (1) enantioselective catalytic hydrogenation to form a compound of Formula (IV’); (2) catalytic hydrogenation to form a compound of Formula (IX); and (3) acid hydrolysis to obtain (R)-6-(2-amino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphtalen-2-ol in high yield (greater than 70%) and high optical purity of the (R) enantiomer (90% or greater).

This invention provides a method for separating single-walled carbon nanotubes (SHU) based on a polyethylene glycol (PEG) / salt aqueous two-phase system, which can efficiently separate high-concentration, high-purity single-chiral and single-optically active SHU samples. Compared with commonly used PEG / polyacrylamide or PEG / dextran aqueous two-phase systems, the PEG / salt aqueous two-phase system formed by replacing unstable polyacrylamide and dextran with salts has advantages such as low viscosity, low interfacial tension, rapid phase separation, and low cost. Using the PEG / salt aqueous two-phase system, various high-purity single-chiral SHUs can be obtained in a single step. By switching the salt system, single-optically active SHUs can be obtained. The separated single-chiral and single-enantiomer SHUs can be used in electronics, optics, biology, medicine, and other fields.

The application provides a synthesis method of an organic light response probe HBT-CN based on an ESIPT effect, the obtained probe and application thereof, and belongs to the technical field of biological probes.The 1R, 2R-cyclohexanediamine is used as a chiral recognition module, is connected to a 2-(2'-hydroxyphenyl)benzoxazole derivative fluorescent group through a simple amide reaction, and a kind of organic light response probe HBT-CN based on ESIPT effect is successfully designed and synthesized.The probe HBT-CN can realize enantiomer selective fluorescence recognition detection of amino acid ester hydrochloride by direct titration method.In addition, the probe can also be used for enantiomer selective detection through sensitive ratio type ultraviolet absorption change.The fluorescence and ultraviolet response difference of two enantiomers is shown by the research results, and the probe has high sensitivity and enantiomer distinguishing degree.

This invention belongs to the field of analytical detection technology and provides a method for detecting the chiral purity of retrobacterium intermediate 6. The invention involves performing liquid chromatography on a system adaptability solution and a test solution, obtaining chromatograms A and B. The chiral purity of 4-((2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-formamide)piperidine-1-carboxylic acid tert-butyl ester and the content of its enantiomers are calculated. The mobile phase for liquid chromatography is a mixed solution of ethanol and n-hexane with a volume ratio of (8-15):(85-92). The method of this invention can accurately obtain the chiral purity of 4-((2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-formamide)piperidine-1-carboxylic acid tert-butyl ester.

This invention provides an ultra-chiral covalent organic framework, its preparation method, and its applications, belonging to the field of chiral covalent organic framework materials. It aims to solve the technical problem of racemization of chiral signals caused by existing high-temperature synthesis methods. First, a C3-symmetric aldehyde monomer is reacted with a chiral monoamine in an alcohol solvent to generate a 1:1 precursor molecule. Then, an achiral diamine is added, and ligand exchange and chiral transfer are performed at room temperature to form a trilobal propeller-structured macromolecule with pure uniform chirality. Finally, long-range conjugation and crystallization are completed via a water bath or air bath, followed by washing and drying to obtain the target product. The obtained material exhibits ultra-high chiral signal, with a circular dichroism spectral signal intensity CD≈±2,000 mdeg and an asymmetry factor g. abs The chiral stability reached ±0.085, and a cascade chiral amplification effect of up to 200-fold was observed. Furthermore, the material exhibited excellent chiral stability, maintaining its stability for at least 5 years. In addition, it can be used as a recognition reagent, capable of distinguishing at least seven pairs of amino acid enantiomers and five other small molecule enantiomers.

This invention discloses a method for producing high-purity (1R,2S,5R)-WS-3, comprising the following steps: using a mixture of menthol containing eight stereoisomers or naturally extracted menthol as raw material, and reacting it with diethylamine and phosgene under solvent-free conditions at 55-65°C; using a non-chiral adsorbent to separate six diastereomers of (1R,2S,5R)-WS-3 from the obtained WS-3 mixture, and then using a chiral adsorbent to separate the remaining two enantiomers, thus obtaining high-purity (1R,2S,5R)-WS-3. This invention achieves the production of high optical purity (1R,2S,5R)-WS-3 menthol amide cooling agent under mild operating conditions, and has significant industrial application value for the efficient production and quality upgrading of cooling agents.

This invention discloses a method for preparing chiral columnar[5]arene-based rotaxanes with high diastereomeric ratios. The diastereomeric rotaxanes are prepared by a simple one-step end-capping reaction using a decamethoxy columnar[5]arene as the ring, a series of alkyl diamines with different carbon chain lengths (n=6, 8, 10) as the axis, and chiral naphthalene isocyanate as the end-capping agent. Subsequently, high diastereomeric rotaxanes are successfully prepared by a cyclic crystallization resolution method in an alcohol solvent. d.r. Chiral columns [5] for aromatic rotaxanes. Circular dichroism characterization showed that the chiral signals of the six groups of rotaxanes obtained by resolution were mirror-symmetric at 307 nm. High performance liquid chromatography (HPLC) confirmed that the chiral signals of the twelve rotaxane products were... d.r. The values ​​are all higher than 99.5:0.5. The cyclic crystallization strategy adopted in this invention has low energy consumption and is simple to operate, requiring no complex equipment or harsh reaction conditions. This novel crystallization resolution method effectively solves the key problem of scalability in the preparation of chiral rotaxanes, and provides a practical example that combines scalability and high efficiency for the subsequent development of macrocyclic chiral rotaxanes.

This invention discloses a capillary electrochromatographic column for the separation of chiral tyrosine and its preparation method, belonging to the field of chemical synthesis and analytical technology. It includes a capillary and a composite coating fixed to the inner wall of the capillary. The composite coating comprises chiral metal-organic frameworks (CMOFs) and chiral molecularly imprinted polymers (CMIPs) modified on the surface of the CMOFs. The CMOFs are formed by coordination reaction between MIL-101 (Cr) and L-tyrosine as a chiral ligand. The composite coating (CMIP@CMOF) is a multi-level composite structure formed by in-situ polymerization of the CMOFs as a support in a system containing a crosslinking agent, functional monomer, initiator, and L-tyrosine as a template molecule. The separation system constructed by this coated column exhibits excellent separation performance, with a resolution (Rs) of 5.83 and a selectivity factor (α) of 1.33 for DL-tyrosine enantiomers.

The application discloses a method for detecting atrasentan enantiomers, and particularly relates to a method for detecting and / or separating compound I and / or II, which comprises the following steps: using a high performance liquid chromatography method, using a mobile phase to elute the to-be-detected substance in a chromatographic column, and then the method can be completed. The method can detect the purity of the compound I, and has good system adaptability, and can effectively separate the compound I and the compound II. Further, the preferred scheme of the application has the advantages of extremely low detection limit and quantitative limit, good linearity, high repeatability, good precision, high accuracy, strong stability and preferable recovery rate and the like.

The application discloses an anthracene photodimer derivative, characterized by having the structure shown in formula I-1 or I-2, which are non-epimeric isomers, wherein R 1 is selected from H, C1-10 alkyl and C3-20 cycloalkyl; M is selected from or R 2 , R 3 are each independently selected from H, C1-10 alkyl and C3-20 cycloalkyl; R 4 , R 5 are each independently selected from H, C1-10 alkyl, C1-20 acyl, C1-20 sulfonyl, C1-C20 benzyl and C1-C20 alkoxycarbonyl; and n is selected from 1 or 2. The anthracene photodimer derivative has the characteristics of high efficiency, rapidness and easy separation and preparation of chiral amido anthracene photodimer derivatives. The application further discloses preparation of the anthracene photodimer derivative, the chiral amido anthracene photodimer derivative, preparation and application thereof.

The application relates to the technical field of pesticide residue detection, in particular to a method and system for separating and determining the residue amount of tetramisole enantiomers in milk by using ultra-high performance liquid chromatography. The method comprises the following steps: after alkali treatment and salting-out, a milk sample is extracted by using ethyl acetate, the extracted solution is acidified and redissolved, then purified through an MCX solid-phase extraction column, the eluent is blown dry, and then constant volume is performed by using acetonitrile; an Acquity Trefoil CEL2 chiral chromatographic column is used, carbon dioxide is used as a main mobile phase, 0.5% (v / v) ammonia methanol solution is used as a modifier, gradient elution separation is performed under the conditions of 13.8 MPa system back pressure and 40 DEG C column temperature, and PDA detection is performed, and external standard quantification is performed. The method can realize rapid baseline separation of (+) tetramisole and (-) tetramisole in milk, has the advantages of high sensitivity, high recovery rate, good repeatability and small matrix interference, and is suitable for the detection and supervision of tetramisole enantiomer residues in dairy products.