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Document type:
Zeitschriftenaufsatz 
Author(s):
Villard, Renaud; Robert, Fabien; Blank, Imre; Bernardinelli, Gerald; Soldo, Tomislav; Hofmann, Thomas 
Title:
Racemic and enantiopure synthesis and physicochemical characterization of the novel taste enhancer N-(1-carboxyethyl)-6-(hydroxymethyl)pyridinium-3-ol inner salt 
Abstract:
Convenient syntheses were developed to obtain on a multigram scale the novel taste enhancer N-(1-carboxyethyl)-6-(hydroxymethyl)pyridinium-3-ol 1, called alapyridaine, as a racemic mixture and as pure (+)-(S) and (-)-(R) enantiomers, respectively. 5-(Hydroxymethyl)-2-furaldehyde was used as key intermediate and was reacted with l-alanine under alkaline conditions to obtain racemic 1. Alternatively, reductive amination of 5-(hydroxymethyl)-2-furaldehyde with Raney-Ni/hydrogen and l- or d-alanine...    »
 
Journal title:
Journal of Agricultural and Food Chemistry 
Year:
2003 
Journal volume:
51 
Journal issue:
14 
Pages contribution:
4040--4045 
Fulltext / DOI:
Print-ISSN:
0021-8561