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Synthesis 2009(11): 1933-1934
DOI: 10.1055/s-0028-1088064
DOI: 10.1055/s-0028-1088064
PSP
© Georg Thieme Verlag
Stuttgart ˙ New York
A Robust Synthesis of N ε-(Carboxymethyl)-l-lysine (CML)
Further Information
Received
1 December 2008
Publication Date:
27 April 2009 (online)
Publication History
Publication Date:
27 April 2009 (online)
Abstract
N ε-(Carboxymethyl)-l-lysine is easily obtained by reductive amination of glyoxylic acid with N α-acetyl-l-lysine in the presence of a palladium catalyst and hydrogen.
Key words
amino acids - medicinal chemistry - hydrogenation - aminations - reductions
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