Mosher's acid

Mosher's acid Structure
Mosher's acid structure
Common Name Mosher's acid
CAS Number 17257-71-5 Molecular Weight 234.172
Density 1.4±0.1 g/cm3 Boiling Point 287.2±0.0 °C at 760 mmHg
Molecular Formula C10H9F3O3 Melting Point 46-49ºC
MSDS Chinese USA Flash Point 134.2±27.3 °C
Symbol GHS07
GHS07
Signal Word Warning

[Three dimensional structure analysis of organic chemical compounds from natural sources using NMR spectral analysis].

Kokuritsu Iyakuhin Shokuhin Eisei Kenkyusho. Hokoku. (121) , 87-8, (2003)

Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons.

Nat. Protoc. 2 , 2451-2458, (2007)

This protocol details the most commonly used nuclear magnetic resonance (NMR)-based method for deducing the configuration of otherwise unknown stereogenic, secondary carbinol (alcohol) centers (R1R2CHOH (or the analogous amines where OH is replaced by NH2)). ...

Neural systems of reinforcement for drug addiction: from actions to habits to compulsion.

Nat. Neurosci. 8(11) , 1481-9, (2005)

Drug addiction is increasingly viewed as the endpoint of a series of transitions from initial drug use--when a drug is voluntarily taken because it has reinforcing, often hedonic, effects--through loss of control over this behavior, such that it becomes habit...

Assignment of the structure of petrocortyne A by mixture syntheses of four candidate stereoisomers.

J. Org. Chem. 75(9) , 2942-54, (2010)

Two different mixture synthesis routes have been used to make the four stereoisomers of petrocortyne A. A first quick and dirty route provided a mixture of the four isomers in nonselective fashion. Mosher and 2-naphthylmethoxyacetic acid (NMA) ester methods w...

Long-range shielding effects in the (1)H NMR spectra of Mosher-like ester derivatives.

Org. Lett. 12(8) , 1768-71, (2010)

The relative magnitudes of the chemical shift differences (Deltadeltas) in the two diastereomers of menthyl esters of known chiral derivatizing agents (CDAs) were compared to those of the alpha-methoxy-alpha-trifluoromethyl-1-naphthylacetyl (MTN((1))A) analog...

New chiral selectors: design and synthesis of 6-TBDMS-2,3-methyl beta-cyclodextrin 2-2' thioureido dimer and 6-TBDMS-2,3-methyl (or 2-methyl-3-acetyl) beta-cyclodextrin bearing an (R) Mosher acid moiety.

Chirality 16(8) , 526-33, (2004)

Cyclodextrin (CD) derivatives are important selectors for analytical chiral recognition. Their enantioselectivities and chemical properties depend on ring size and on nature, number and location of substituents. This paper describes the synthesis of 6-O-TBDMS...

Bioanalysis of p-trifluoromethylmandelic acid and Mosher's acid by chiral gas chromatography and fluorine nuclear magnetic resonance to study chiral inversion: application to rat urine samples.

J. Chromatogr. B. Biomed. Sci. Appl. 695(2) , 279-85, (1997)

Methods for the nuclear magnetic resonance and gas chromatographic analysis of the enantiomers of p-trifluoromethylmandelic acid (p-TFM) and Mosher's acid (alpha-methoxy-alpha-(trifluoromethyl)phenylacetic acid) present in rat urine samples are described. Gas...

Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters.

Phytochem. Anal. 13(6) , 329-32, (2002)

A method to determine the absolute configuration of 2,3-epoxy-2-methylbutanoate ester residues in natural products is presented, based on (i) the reduction of the ester function to yield a 2-methyl-1,2-butanediol, (ii) esterification of the obtained primary a...

Simultaneous determination of serine enantiomers in plasma using Mosher's reagent and stable isotope dilution gas chromatography-mass spectrometry.

J. Mass Spectrom. 46(5) , 502-7, (2011)

D-Serine is a co-agonist of the N-methyl-D-aspartate receptor in glutamate neurotransmission and has been proposed as a potential therapeutic agent for schizophrenia. However, D-serine also acts as a nephrotoxic substance in rats at high doses. To investigate...