126 results about "Enantiomer" patented technology

The invention discloses a composite material modified electrode based on a functionalized single-walled carbon nanotube and application thereof, and belongs to the technical field of electrochemistry, the modified electrode comprises a glassy carbon electrode and a functionalized single-walled carbon nanotube-glucose composite material coating coated on the surface of the glassy carbon electrode; the mass ratio of functionalized single-walled carbon nanotubes to glucose in the coating is (0.2-5): 1, and the functionalized single-walled carbon nanotubes comprise at least one of hydroxylated single-walled carbon nanotubes, carboxylated single-walled carbon nanotubes and aminated single-walled carbon nanotubes, preferably hydroxylated single-walled carbon nanotubes. The composite material modified electrode provided by the invention has a large number of active sites, and by effectively utilizing the synergistic effect of the hydroxylated single-walled carbon nanotubes and glucose, the modified electrode shows excellent selective recognition capability on amino acid enantiomers and also shows good stability; and the method has a good application prospect in quantitative analysis of the amino acid enantiomers.

The invention discloses an enhanced Raman scattering substrate for chiral molecule detection and a preparation method, and relates to the technical field of spectral analysis and chiral recognition. Chiral cysteine is induced at the core of the gold nanorod to form a spiral chiral gold-silver alloy layer and then wraps the zirconium-based metal organic framework, the synthesized chiral gold rod (at) MOF material has excellent LPSR effect and chiral electromagnetic field, and the MOF layer on the surface can well adsorb molecules to be detected to enter a plasma hot spot area. The Raman substrate is excellent in SERS performance. According to the composite material, through the dual effects of molecular enrichment and electromagnetic enhancement, enantiomers are distinguished directly through SERS intensity, and labeling or catalytic conversion is not needed.

The invention provides a fullerene pyrrolidine enantiomer mediated cholesteric liquid crystal with circular polarization luminescence property and nonlinear anti-saturated absorption property, and a preparation method and application thereof. The method comprises the following steps: dissolving C60, paraformaldehyde and (R / S)-(+ / -)-alpha-methylbenzylamine in an organic solvent, and carrying out heating reflux reaction to obtain fullerene pyrrolidine enantiomer molecules; dissolving in carbon disulfide to obtain an enantiomer solution; dissolving achiral dye molecules in a solvent to obtain a dye solution; and dropwise adding the enantiomer solution and the dye solution into thermotropic liquid crystal molecules, and drying to obtain the thermotropic liquid crystal. The method is simple, the obtained cholesteric liquid crystal system shows a characteristic fingerprint texture and has a periodic spiral structure, and the doping proportion of chiral molecules is easy to adjust; the composite system has good time stability and is not prone to phase separation; the liquid crystal platform shows good circular polarization luminescence performance and third-order nonlinear optical property, and is a cholesteric liquid crystal platform with an integrated function.

To provide a simple method for optically resolving a chiral compound, which is expected to be industrially applicable.SOLUTION: A method for optical resolution of a chiral compound includes dissolving a mixture of both enantiomers of the chiral compound in a first solvent to prepare a first solution, stirring the prepared first solution, precipitating a first gel in the stirred first solution, and separating the first solution into the first gel and a first supernatant.SELECTED DRAWING: Figure 1

The invention discloses an enantiomer crystallization resolution method of delta-dodecalactone, which comprises the following steps: hydrolyzing delta-dodecalactone under an alkaline condition for ring opening, acidifying to obtain 5-hydroxylauric acid, adding a dehydroabietylamine solution, dissolving in an alcohol solvent or a solvent system consisting of the alcohol solvent and other solvents, fully reacting, cooling, slowly crystallizing, filtering, washing, and drying to obtain the delta-dodecalactone enantiomer. Filtering, adding ethyl acetate and hydrochloric acid into a filter cake for dissolving, carrying out liquid-liquid extraction and washing an organic phase, and carrying out rotary evaporation concentration on the organic phase to obtain optically enriched delta-dodecalactone; the method is simple to operate and does not depend on expensive special equipment, and the sample loading amount is greatly increased; due to the introduction of dehydroabietylamine, the 5-hydroxylauric acid and the dehydroabietylamine form diastereoisomer salt, and chiral separation is carried out in the crystallization process; the reaction safety is high, and the requirements of green chemistry are met.

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 invention relates to a method for analyzing and detecting a non-azonetin enantiomer, which adopts normal-phase high performance liquid chromatography and takes normal hexane-ethanol-trifluoroacetic acid as a mobile phase to detect the non-azonetin enantiomer, and the specific chromatographic conditions are as follows: a chromatographic column is prepared by covalently bonding amylose-tri (3, 4, 6-trimethyl-1, 3-pentanediol) on the surface of silica gel; 2, 5-dichlorophenyl carbamate is used as a filling agent (IE, 4.6 * 250 mm, 5.0 [mu] m); a mobile phase: n-hexane: ethanol: trifluoroacetic acid = 500: 500: 1 (V / V / V); the flow rate is 1.0 ml / min; the column temperature is 30 DEG C; the sample size is 20 [mu] l; the detection wavelength is 280 nm; the elution gradient is isocratic elution. The invention provides a high performance liquid chromatography method for analyzing the enantiomer of the fiazonetin, the complete separation of the fiazonetin and the enantiomer of the fiazonetin can be realized by adopting the method, and the separation degree of a main component and the enantiomer is greater than 1.5.

The invention discloses a spiral chiral gold nanorod as well as a preparation method and application thereof, and the method comprises the following steps: (1) sequentially adding hexadecyl trimethyl ammonium bromide, cysteine and p-aminothiophenol into an anisotropic gold nanorod solution, uniformly mixing, and adsorbing; and (2) silver nitrate, chloroauric acid and ascorbic acid are added for a reaction, centrifugal dispersion is performed after the reaction is finished, and the spiral chiral gold nanorod is obtained. Dispersing the spiral chiral gold nanorod in an aqueous solution, adding phenylalanine enantiomer, dropwise adding on a clean glass slide after incubation is finished, and performing surface enhanced Raman spectroscopy test by using a Raman microscope after air drying. According to the invention, the broadband coverage of chiral response from visible light to near ultraviolet region is realized by accurately regulating and controlling the arrangement of interface molecules and the morphology of the nano structure.

The invention belongs to the technical field of analytical chemistry, and particularly relates to a multifunctional chiral selection reagent solution (CSS) and application of the multifunctional chiral selection reagent solution. More specifically, the invention relates to a multifunctional chiral selection reagent solution for chiralMS (chiralMS) analysis, and the solution is prepared from CuCl2, D-Phe, L-Ph-d5 and D-or L-3'and / or 4 'hydroxyl substituted Kelin lactone. According to the present invention, the on-line non-covalent derivatization can be performed on the enantiomers in the complex system sample by using the multifunctional chiral selection reagent solution and by using the post-column injection liquid chromatography-mass spectrometry (post-column injection liquid chromatography-mass spectrometry / MS, PCI-LC-MS / MS) system so as to achieve the qualitative and quantitative analysis of the enantiomers and the rapid screening of the chiral selection reagent (CS).

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.

The invention discloses a method for directly preparing a racemic oxidation product from a fennerenone enantiomer through photocatalysis, and belongs to the technical field of organic synthesis.The method comprises the steps that an R-type fennerenone isomer is taken to be placed in a reaction bottle, a photosensitizer containing iridium or ruthenium is added, and a solvent is added at the speed of 0.1 M in the air atmosphere; the method comprises the following steps: dissolving 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2, 8-dimethyl-1, 6-naphthyridine-3-formamide in a solvent, stirring, transferring a mixture into a photoreactor of a blue light LED (Light Emitting Diode) with the wavelength of 455-465 nm, stirring, transferring a mixed solution after the reaction is finished into a round-bottom flask, purifying a volatile solvent to obtain a product 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2, 8-dimethyl-1, 6-naphthyridine-3-formamide, and carrying out chiral HPLC (High Performance Liquid Chromatography) analysis on the product. High temperature, high pressure or a strong oxidant is not needed, and reaction conditions are mild; oxygen in air is oxidized at room temperature, so that energy consumption and pollutant generation are reduced; compared with the traditional oxidation condition, the method does not need to undergo the process of oxidation first and then high-temperature induced racemization, and the racemization product can be directly obtained.

The application discloses a kind of plane chiral [2.2] paracyclophanane monophosphine ligand pEPCP and preparation method and application thereof, it is related to chemical catalysis technical field, and its technical scheme main points are as follows: including racemate or enantiomer, the structural formula-I of the monophosphine ligand pEPCP of the application is as follows: [2.2] paracyclophanane skeleton containing monophosphine ligand pEPCP of the application, with two benzene rings in para position by two ethylene connection unique big steric hindrance, electron-rich rigid skeleton, different types ether substituent group is introduced in structure, change the electron cloud density and steric hindrance of aromatic ring directly connected by phosphine ligand.In addition, ether substituent group can also be used as weak coordination group, participate in adjusting ligand chelate dihedral angle.This makes metal, ligand and substrate form the most suitable coordination environment in catalytic process, so that corresponding catalytic reaction has the advantages such as high reactivity, good enantioselectivity, substrate universal range is wide, especially suitable for transition metal catalyzed asymmetric coupling reaction, with economic practicability and industrial application prospect.

The invention discloses a normal-phase chromatographic analysis and detection method for a tiagonium bromide intermediate and an enantiomer of the tiagonium bromide intermediate, and belongs to the technical field of analytical chemistry. The method comprises the following steps: preparing a system applicability solution, a test solution and a contrast solution; setting liquid chromatography detection conditions, and adopting a normal phase chromatographic column with cellulose-tri (3, 5-dimethyl phenyl carbamate) coated silica gel as a filling agent; finally, the system applicability solution, the test solution and the contrast solution are taken and injected into a liquid chromatograph, and chromatograms are recorded. The detection method can be used for rapidly detecting the content of enantiomer impurities in the tiagradionium bromide intermediate, is high in specificity and separation degree, and can be used for well separating an R-configuration tiagradionium bromide intermediate and an S-configuration enantiomer impurity; the method has the advantages of high sensitivity and good repeatability, and can accurately quantify the content of enantiomer impurities in the tiagradionium bromide intermediate.

The invention discloses a chiral phenol calix [4] aryl porous organic molecular cage material as well as a preparation method and application thereof. A chiral calix [4] arene raceme and an acyl chloride chiral auxiliary agent are used as initial raw materials to react to prepare a pair of diastereoisomers, gram-grade separation is achieved through silica gel column chromatography, then the chiral auxiliary agent is removed respectively, and the single enantiomer chiral phenol calix [4] arene compound with the ee value being 99.9% or above can be obtained. The preparation method comprises the following steps of: synthesizing tetraaldehyde chiral phenol calix [4] arene by introducing an aldehyde group unit on the tetraaldehyde chiral phenol calix [4] arene through Duff reaction, and assembling the tetraaldehyde chiral phenol calix [4] arene serving as a construction element with a polyamino organic synthesizer to prepare the chiral phenol calix [4] arene porous organic cage with a larger cavity. The preparation method of the chiral porous organic cage does not need a catalyst, the preparation process is simple, operation is easy and convenient, expansibility is good, the yield is high, and the prepared chiral molecular cage is large in cavity, large in specific surface area and good in repeatability and can be used for chiral recognition and gas adsorption.

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.

According to the invention, a hydrothermal synthesis method is adopted to prepare the chiral enantiomer of the Beta zeolite molecular sieve with optical rotation. The molecular sieve has a chiral pore channel with a single enantiomer structure, shows excellent selectivity and stability in selective adsorption and resolution of chiral molecules, and has great potential application value in the fields of fine chemical engineering, drug separation and the like.

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 belongs to the chemical field of porphyrin and isoporphyrin dimers, discloses a preparation method of a novel chiral macrocyclic dimer, and aims to solve the problems of complex synthesis, poor selectivity and difficulty in introduction of a chiral unit in the prior art. The method comprises the following two steps: at room temperature, reducing a misplaced tetrapyrrole diacylation raw material by sodium borohydride to obtain an intermediate misplaced tetrapyrrole diol I-1; and carrying out condensation, DDQ oxidation and silica gel column chromatography purification on the intermediate and meso-free tetrapyrrole I-2 at room temperature under a dark condition to obtain two target products which are isomers of each other. The product contains a chiral carbon center, is in an asymmetric configuration, can be used for splitting enantiomers, has adjustable spectral properties, is simple and efficient in synthesis steps, provides a new basis for development of chiral optical materials, and expands the application potential in the fields of catalysis, photoelectric materials and the like.

This invention relates to a dual-mode chiral sensing platform, its preparation method, and its application for identifying amino acid enantiomers, belonging to the field of electrochemical sensing technology. The preparation method includes the following steps: preparing an MXene-gold nanoparticle-N-acetyl-L-cysteine ​​chiral solution; preparing an MXene-gold nanoparticle-N-acetyl-L-cysteine / L(D)-amino acid solution; preparing an MXene-gold nanoparticle-N-acetyl-L-cysteine ​​modified electrode; electrochemical chiral recognition of amino acid enantiomers; and temperature-based chiral recognition of amino acid enantiomers. This invention utilizes MXene, a two-dimensional nanomaterial with excellent conductivity and photothermal conversion capabilities, as a carrier to in-situ load gold nanoparticles. N-acetyl-L-cysteine ​​containing a thiol group at the end is captured through Au-S bonds. This chiral material can achieve chiral recognition of amino acid enantiomers through both electrochemical and temperature-based chiral sensing modes.

This invention discloses an enhanced Raman scattering (SERS) substrate and its preparation method for chiral molecule detection, relating to the fields of spectroscopic analysis and chiral recognition technology. By inducing the formation of a helical chiral gold-silver alloy layer on a gold nanorod core with chiral cysteine ​​followed by encapsulation of a zirconium-based metal-organic framework, the synthesized chiral gold rod@MOF material not only exhibits excellent LPSR effect and chiral electromagnetic field, but the MOF layer on its surface can also effectively adsorb analyte molecules into the plasma "hot spot" region, making it a Raman substrate with superior SERS performance. This composite material, through the dual effects of molecular enrichment and electromagnetic enhancement, enables direct differentiation of enantiomers by SERS intensity without the need for labeling or catalytic conversion.

The invention provides a chiral nano-enzyme colorimetric fluorescent dual-mode sensor as well as a preparation method and application thereof, and relates to the technical field of amino acid enantiomer detection. On the first aspect, the dual-mode sensor comprises a carrier Pt-coated Cu-NC and a chiral fluorescent probe CFP loaded on the carrier, and the CFP is prepared from a chiral monomer CTP. On the second aspect, the dual-mode sensor is prepared by the following steps: mixing the carrier Pt (at) Cu-NC, the chiral monomer CTP, acrylamide, 1, 4-dioxane and acetic acid, heating to react, washing and drying the reaction product to obtain the dual-mode sensor Pt (at) Cu-NC (at) CFP. The chiral nano-enzyme colorimetric and fluorescent dual-mode sensor provided by the invention generates a colorimetric signal and a fluorescent signal, the limitation of a single-mode sensor in recognition of chiral molecular enantiomers is effectively overcome, higher sensitivity can be provided under the synergistic effect of the two modes, and rapid, simple and convenient quantitative analysis is realized.

The invention discloses a preparation method and application of a single-layer covalent organic framework with an adjustable chiral interface, and the method comprises the following steps: firstly, carrying out Schiff base reaction on 1, 3, 5-tri (4-aminophenyl) benzene and 2, 2 '-bipyridine-5, 5'-dialdehyde to prepare a COFTAPB-Bpy single-layer film, and transferring the COFTAPB-Bpy single-layer film to a transistor semiconductor channel; soaking in Cu (NO3) 2.3 H2O to introduce Cu < 2 + > to form a coordination center, and introducing L-alanine and other chiral ligands in a ligand exchange manner to construct an adjustable chiral interface; the single-layer structure enables chiral recognition sites to be in an effective modulation range of an electric field, weak differences between amino acid enantiomers are converted into obvious electric signal changes, and various enantiomers can be recognized under the same parent structure system by replacing chiral ligands.

The invention belongs to the technical field of high performance liquid chromatography, and particularly relates to a preparation method and application of chiral hybrid microspheres containing beta-cyclodextrin shells. Firstly, (3-mercaptopropyl) triethoxy silane and vinyl cyclodextrin are used as raw materials, and a beta-cyclodextrin derivative modified by triethoxy silane is generated in a mercapto-alkene click chemistry mode. And reacting the beta-cyclodextrin with tetraethyl silicate and solid silicon dioxide to obtain a core-shell hybrid microsphere containing a beta-cyclodextrin shell layer. The beta-cyclodextrin can be used as a chiral selective agent and has a chiral recognition function, so that the hybrid microsphere can be used as a chiral chromatographic stationary phase and is used for separation and analysis of chiral enantiomers, and compared with chiral hybrid microspheres containing beta-cyclodextrin shells in the prior art, the loading capacity and firmness degree of the beta-cyclodextrin on the surface of a matrix are improved; the chiral separation capability of the chiral hybrid microspheres is improved.

The invention relates to the field of asymmetric catalytic hydrogenation, in particular to an asymmetric hydrogenation kinetic resolution method of racemic polysubstituted three-membered ring imine, which is characterized by comprising the following steps: in the presence of a chiral diamine metal catalyst, carrying out asymmetric hydrogenation kinetic resolution on racemic polysubstituted three-membered ring imine; the method comprises the following steps: carrying out asymmetric hydrogenation treatment on a mixture containing enantiomers of the multi-substituted three-membered cyclic imine compound by adopting hydrogen to obtain a single optical isomer of the multi-substituted chiral aziridine compound and / or the multi-substituted chiral three-membered cyclic imine compound; wherein the polysubstituted three-membered cyclic imine compound is a compound as shown in a formula (1), and the polysubstituted chiral aziridine compound is a compound as shown in a formula (2). According to the method disclosed by the invention, the resolution of the racemic polysubstituted three-membered cyclic imine compound is realized in an asymmetric hydrogenation manner, and a polysubstituted chiral aziridine compound with certain optical purity and a single optical isomer of the polysubstituted chiral three-membered cyclic imine compound can be obtained at the same time.

The invention discloses a preparation method of a two-dimensional chiral MXene membrane based on carboxymethyl-beta-cyclodextrin modification and application of the two-dimensional chiral MXene membrane in the aspect of enantiomer separation. The core of the invention lies in that the cyclodextrin is stably and orderly fixed in a two-dimensional mass transfer channel through a covalent reaction between carboxymethyl of the cyclodextrin and a functional group on the surface of MXene by utilizing the molecular recognition capability of a cyclodextrin cavity; furthermore, the highly organized cyclodextrin units are used as accurate'chiral probes' and cooperate with the high permeability of an MXene channel, so that efficient screening of enantiomers is realized, and meanwhile, excellent separation selectivity and flux are guaranteed.

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)).

Provided are a compound for recovering a p53 mutation function and use thereof, particularly relating to a compound represented by Formula M, or an enantiomer, a diastereomer, a racemate, a tautomer, a stereoisomer, a geometric isomer, a crystal form, a nitrogen oxide, a metabolite or pharmaceutically acceptable salt, ester, solvate, hydrate, isotope-labeled compound or prodrug of the compound.

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.