282726-23-2Relevant articles and documents
A simple regiospecific strategy for labelling hydrogen atoms in α-amino acids
Pearce,Hammershoi,Harrowfield,Sargeson
, p. 2431 - 2432 (2000)
Simple methods for the regioselective introduction of deuterium labels at the α- and β-carbon atoms of leucine using a Co(III) imino acid complex are described which have a general applicability to the synthesis of a range of labelled amino acids.
Catalytic Stereoinversion of L -Alanine to Deuterated D -Alanine
Moozeh, Kimia,So, Soon Mog,Chin, Jik
, p. 9381 - 9385 (2015/08/06)
A combination of an achiral pyridoxal analogue and a chiral base has been developed for catalytic deuteration of L-alanine with inversion of stereochemistry to give deuterated D-alanine under mild conditions (neutral pD and 25°C) without the use of any pr
Simple and efficient preparation of (R)- and (S)-enantiomers of α-carbon deuterium-labelled α-amino acids
Mitulovi, Goran,Laemmerhofer, Michael,Maier,Lindner, Wolfgang
, p. 449 - 461 (2007/10/03)
A procedure for the synthesis of (R)- and (S)-enantiomers of α-carbon deuterium-labelled α-amino acids, exemplified for (R)- and (S)-[2-2H1]-Leu is described. Starting from the respective (S)- or (R)-enantiomer or from the racemic mixture of an α-amino acid the selective proton exchange at the α-carbon is carried out by racemization via a Schiff base in monodeuterated acetic acid as solvent which serves as deuterium source. After N-protection the racemic mixture is liquid chromatographically separated into the individual (R)- and (S)-enantiomers on preparative scale employing a chiral anion exchanger based on carbamoylated quinine as chiral selector. After deprotection the enantiomerically pure products can be obtained in good yields.