17257-71-5 Usage
Description
(S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid, commonly utilized in Mosher ester analysis and Mosher amide analysis, is a chiral derivatizing agent that aids in determining the absolute configuration of the chiral carbon center in secondary alcohols and amines. It is characterized by its clear, colorless, and viscous liquid properties.
Uses
Used in Pharmaceutical Industry:
(S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid is used as a chiral derivatizing agent for the determination of the absolute configuration of chiral carbon centers in secondary alcohols and amines. This is crucial in the development and synthesis of pharmaceutical compounds, as it helps in identifying the correct stereochemistry required for biological activity.
Used in Analytical Chemistry:
In the field of analytical chemistry, (S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid is employed as a derivatizing agent to enhance the analysis of chiral compounds through proton and/or 19F NMR spectroscopy. This technique is particularly valuable for researchers in understanding the stereochemical properties of molecules, which can significantly impact their reactivity and interaction with other compounds.
Used in Research and Development:
(S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid is also used in research and development for the synthesis and analysis of novel chiral compounds. Its ability to form esters or amides with alcohols or amines of unknown stereochemistry makes it a valuable tool for exploring the properties and potential applications of new chiral molecules.
Purification Methods
A likely impurity is phenylethylamine from the resolution. Dissolve the acid in Et2O/*benzene (3:1), wash with 0.5N H2SO4, then water, dry over magnesium sulfate, filter, evaporate and distil it. [Dale et al. J Org Chem 34 2543 1969, J Am Chem Soc 75 512 1973.]
Check Digit Verification of cas no
The CAS Registry Mumber 17257-71-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,2,5 and 7 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 17257-71:
(7*1)+(6*7)+(5*2)+(4*5)+(3*7)+(2*7)+(1*1)=115
115 % 10 = 5
So 17257-71-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H9F3O3/c1-16-9(8(14)15,10(11,12)13)7-5-3-2-4-6-7/h2-6H,1H3,(H,14,15)/p-1/t9-/m1/s1
17257-71-5Relevant articles and documents
Probing the parallel resolution of Mosher's acid using a combination of quasi-enantiomeric oxazolidin-2-ones
Chavda, Sameer,Coulbeck, Elliot,Dingjan, Marco,Eames, Jason,Motevalli, Majid
, p. 1274 - 1284 (2008/12/20)
Mosher's acid (2-methoxy-2-phenyl-2-trifluoromethylacetic acid) was resolved by parallel resolution of its corresponding pentafluorophenyl active ester using a quasi-enantiomeric combination of oxazolidin-2-ones.
Enantioselective synthesis of arylmethoxyacetic acid derivatives
Moreno-Dorado, F. Javier,Guerra, Francisco M.,Ortega, Maria J.,Zubia, Eva,Massanet, Guillermo M.
, p. 503 - 510 (2007/10/03)
The preparation of several arylmethoxyacetic acids by a sequence of asymmetric dihydroxylation and further oxidation of the resulting glycol with TEMPO/NaClO/NaClO2 is described. The scope and limitations of the reaction are discussed.
An improved synthesis of α-methoxy-α-(trifluoromethyl)-phenylacetic acid (Mosher's acid)
Buszek, Keith R.,Sato, Nagaaki
, p. 488 - 490 (2007/10/03)
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