Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹H NMR of their (S)-2-methylbutyl esters
The mandelic, atrolactic and lactic acid esters of the (S)-2-methyl-1-butanol were examined as diastereomeric derivatives for the stereochemical analysis of the mentioned acids by ¹H nuclear magnetic resonance (NMR) at 300 MHz. The diastereomeric esters showed distinctive signals in the methylenic absorption range (O-CH2-CH) of the alcoholic moieties. By spectral analysis at this region, absolute configurations were attributed, chemical shifts of the correspondent pro-(R) and pro-(S) hydrogens from the methylene group of the alcohol moiety were assigned and enantiomeric compositions were determined for the original partially resolved acids.
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Sociedade Brasileira de Química
2013
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oai:scielo:S0103-505320130006000152013-06-27Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹H NMR of their (S)-2-methylbutyl estersAndrade,Francisco A. da C.Mendes,Maricleide P. de L.Fonseca,Neuracy C. da absolute configuration enantiomeric composition NMR spectroscopy chiral hydroxyacid chiral primary alcohol The mandelic, atrolactic and lactic acid esters of the (S)-2-methyl-1-butanol were examined as diastereomeric derivatives for the stereochemical analysis of the mentioned acids by ¹H nuclear magnetic resonance (NMR) at 300 MHz. The diastereomeric esters showed distinctive signals in the methylenic absorption range (O-CH2-CH) of the alcoholic moieties. By spectral analysis at this region, absolute configurations were attributed, chemical shifts of the correspondent pro-(R) and pro-(S) hydrogens from the methylene group of the alcohol moiety were assigned and enantiomeric compositions were determined for the original partially resolved acids.info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.24 n.6 20132013-06-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013000600015en10.5935/0103-5053.20130128 |
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Andrade,Francisco A. da C. Mendes,Maricleide P. de L. Fonseca,Neuracy C. da |
| spellingShingle |
Andrade,Francisco A. da C. Mendes,Maricleide P. de L. Fonseca,Neuracy C. da Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹H NMR of their (S)-2-methylbutyl esters |
| author_facet |
Andrade,Francisco A. da C. Mendes,Maricleide P. de L. Fonseca,Neuracy C. da |
| author_sort |
Andrade,Francisco A. da C. |
| title |
Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹H NMR of their (S)-2-methylbutyl esters |
| title_short |
Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹H NMR of their (S)-2-methylbutyl esters |
| title_full |
Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹H NMR of their (S)-2-methylbutyl esters |
| title_fullStr |
Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹H NMR of their (S)-2-methylbutyl esters |
| title_full_unstemmed |
Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹H NMR of their (S)-2-methylbutyl esters |
| title_sort |
absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by ¹h nmr of their (s)-2-methylbutyl esters |
| description |
The mandelic, atrolactic and lactic acid esters of the (S)-2-methyl-1-butanol were examined as diastereomeric derivatives for the stereochemical analysis of the mentioned acids by ¹H nuclear magnetic resonance (NMR) at 300 MHz. The diastereomeric esters showed distinctive signals in the methylenic absorption range (O-CH2-CH) of the alcoholic moieties. By spectral analysis at this region, absolute configurations were attributed, chemical shifts of the correspondent pro-(R) and pro-(S) hydrogens from the methylene group of the alcohol moiety were assigned and enantiomeric compositions were determined for the original partially resolved acids. |
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Sociedade Brasileira de Química |
| publishDate |
2013 |
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| work_keys_str_mv |
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1756403532140904448 |