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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Bibliographic Details
Main Authors: Andrade,Francisco A. da C., Mendes,Maricleide P. de L., Fonseca,Neuracy C. da
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2013
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013000600015
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