Summary
Racemic [α-2H]-α-amino acids were prepared by heating the corresponding amino acids (Phe, nor-Leu and Dopa) with 0.05 equivalents of benzaldehyde in deuterated-acetic acid. Based on1H-nmr measurement, the isotopic purities of these racemized [α-2H]-α-amino acids were found to be higher than 99.5%. Methylation of these isotope-labelled amino acids was achieved in methanol/thionyl chloride without affecting isotopic purity. Optically pure [α-2H]-α-amino acids were obtained in high yield with high enantiomeric excess via alcalase catalysed resolution.
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Chen, ST., Tu, CC. & Wang, KT. Facile preparation of optically pure [α-2H]-α-amino acids. Biotechnol Lett 14, 269–274 (1992). https://doi.org/10.1007/BF01022322
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DOI: https://doi.org/10.1007/BF01022322