Determination of Absolute Configurations of Amines and Amino Acids Using Nonchiral Derivatizing Agents (NCDA) and Deuterium NMR
Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d 3 chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method). In the case of amino acids,...
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Published in | Organic letters Vol. 2; no. 16; pp. 2431 - 2434 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
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American Chemical Society
10.08.2000
Amer Chemical Soc |
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Abstract | Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d 3 chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method). In the case of amino acids, derivatization to amido esters, performed with methanol-d 4 and acetyl-d 3 chloride, gives a double opportunity for enantiomeric analysis. |
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AbstractList | Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3) chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method). In the case of amino acids, derivatization to amido esters, performed with methanol-d(4) and acetyl-d(3) chloride, gives a double opportunity for enantiomeric analysis. [GRAPHICS] Enantiomeric analysis end empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3) chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method), In the case of amino acids, derivatization to amido esters, performed with methanol-d(4) and acetyl-d(3) chloride, gives a double opportunity for enantiomeric analysis. |
Author | Bertrand, Magali Canet, Isabelle Chalard, Pierre Théry, Vincent Remuson, Roland Jeminet, Georges |
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Cites_doi | 10.1021/ja00129a015 10.1006/bioo.1993.1029 10.1021/ja00100a033 10.1016/S0957-4166(96)00533-2 10.1021/j100785a001 10.1021/jo961141f 10.1021/jo9604191 10.1021/ja00741a013 10.1021/jo00952a006 10.1016/S0957-4166(98)00468-6 10.1021/ja00084a070 10.1021/jo00232a015 |
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Keywords | H-1-NMR REAGENT LYOTROPIC LIQUID-CRYSTAL ENANTIOMERIC ANALYSIS ASSIGNMENT CHIRAL PRIMARY AMINES MTPA AMIDES |
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Snippet | Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d 3 chloride as... [GRAPHICS] Enantiomeric analysis end empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3)... Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3) chloride as... |
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SubjectTerms | Amines - chemistry Amino Acids - chemistry Chemistry Chemistry, Organic Chymotrypsin Deuterium Indicators and Reagents Magnetic Resonance Spectroscopy - methods Molecular Conformation Physical Sciences Science & Technology Stereoisomerism |
Title | Determination of Absolute Configurations of Amines and Amino Acids Using Nonchiral Derivatizing Agents (NCDA) and Deuterium NMR |
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