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Chiral derivatizing agent information


(R)-α-methoxy-α-(trifluoromethyl)- phenylacetic acid (Mosher's acid)

In analytical chemistry, a chiral derivatizing agent (CDA), also known as a chiral resolving reagent, is a derivatization reagent that is a chiral auxiliary used to convert a mixture of enantiomers into diastereomers in order to analyze the quantities of each enantiomer present and determine the optical purity of a sample. Analysis can be conducted by spectroscopy or by chromatography. Some analytical techniques such as HPLC and NMR, in their most commons forms, cannot distinguish enantiomers within a sample, but can distinguish diastereomers. Therefore, converting a mixture of enantiomers to a corresponding mixture of diastereomers can allow analysis. The use of chiral derivatizing agents has declined with the popularization of chiral HPLC. Besides analysis, chiral derivatization is also used for chiral resolution, the actual physical separation of the enantiomers.

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Chiral derivatizing agent

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analytical chemistry, a chiral derivatizing agent (CDA), also known as a chiral resolving reagent, is a derivatization reagent that is a chiral auxiliary used...

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Derivatization

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Bulky, nonpolar silyl groups are often used for this purpose. Chiral derivatizing agents react with enantiomers to give diastereomers. Since diastereomers...

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Chiral resolution

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chiral resolution involves conversion of the racemic mixture to a pair of diastereomeric derivatives by reacting them with chiral derivatizing agents...

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Chiral analysis

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of stable enantiopure chiral derivatizing agent (CDA) and on the presence of a suitable reactive functional group in the chiral drug molecule for covalent...

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Enantioselective synthesis

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alternative is to use a chiral derivatizing agent to convert the enantiomers into a diastereomers, in much the same way as chiral auxiliaries. These have...

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Selone

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resonance spectroscopy (NMR). Selones can be used as chiral derivatizing agents for 77Se-NMR. Chiral oxazolidineselones can be used for stereoselective...

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Nuclear magnetic resonance spectroscopy of stereoisomers

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avoid line broadening. Karplus equation Chiral derivatizing agent Mosher's acid Chiral solvating agent Chiral lanthanide shift reagent (e.g. Eufod) NMR...

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CDA

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Antofagasta, a Chilean football club Chinese Daoist Association Chiral derivatizing agent, a type of chemical designed to react with enantiomers to indicate...

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Amphetamine

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methamphetamine in urine. GC–MS of amphetamine and methamphetamine with the chiral derivatizing agent Mosher's acid chloride allows for the detection of both dextroamphetamine...

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Chiral inversion

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Chiral inversion is the process of conversion of one enantiomer of a chiral molecule to its mirror-image version with no other change in the molecule...

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Trichloroacetonitrile

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Jegorov, A.; et al. (1994). "1-Thio-β-D-galactose as a chiral derivatization agent for the resolution of D,L-aminoacid enantiomers". Journal of...

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Flunoxaprofen

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two new fluorescent chiral derivatizing agents for an enantiospecific determination of primary and secondary amines". Chirality. 1 (3): 223–34. doi:10...

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Kinetic resolution

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reaction with a chiral catalyst or reagent, resulting in an enantioenriched sample of the less reactive enantiomer. As opposed to chiral resolution, kinetic...

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Chromatography

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images. To enable chiral separations to take place, either the mobile phase or the stationary phase must themselves be made chiral, giving differing affinities...

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Ene reaction

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agent, due to its ability to stabilize microtubuli. One of the key steps in the strategy used for the synthesis of the C3-C16 fragment was a chirally...

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Sharpless epoxidation

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alcohols is a well-utilized conversion in fine chemical synthesis. The chirality of the product of a Sharpless epoxidation is sometimes predicted with...

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Trimethylsilyl group

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Silyl" Group for Diastereoselective Sequential Reactions: Access to Complex Chiral Architecture in One Pot Matthew B. Boxer and Hisashi Yamamoto J. Am. Chem...

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Ferrocene

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asymmetrically disubstituted on one ring are chiral – for example [CpFe(EtC5H3Me)]. This planar chirality arises despite no single atom being a stereogenic...

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Oxaziridine

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1970s. Chiral camphorsulfonyloxaziridines proved useful in the syntheses of complex products, such as taxol which is marketed as a chemotherapy agent. Both...

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Cyclodextrin

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serum by column-switching LC-MS/MS using a phenylcarbamate-β-cyclodextrin chiral column". Journal of Pharmaceutical and Biomedical Analysis. 28 (1): 97–106...

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Nucleoside phosphoramidite

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NMR spectroscopy. As the P(III) atom in a nucleoside phosphoramidite is chiral, it displays two peaks at about 149 ppm corresponding to the two diastereomers...

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Perfluorocycloalkene

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Sud, David; Norsten, Tyler B.; Lekhi, Vikram S.; Branda, Neil R. (2005). "Chiral Discrimination in Photochromic Helicenes". Journal of the American Chemical...

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Glucose

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directly to the optical properties of the compound. It indicates that the C-5 chiral centre has the same handedness as that of d-glyceraldehyde (which was so...

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Methamphetamine

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drug test for sports, employment, poisoning diagnostics, and forensics. Chiral techniques may be employed to help distinguish the source of the drug to...

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2021 in science

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international team reports the use of an electron microscope to change the chirality of a carbon nanotube, creating a transistor with a length of just 2.8...

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