Brad Sleebs - Synthesis of new -amino acids via 5-oxazolidinones and the Arndt-Eistert procedure

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  Publication Details (including relevant citation   information):

  Australian   Journal of Chemistry (2005),   58(11),   778-784.


  N-Methyl   β-amino acids are potentially useful amino acid derivatives for   incorporation in lead peptide therapeutics. The syntheses of five   such compounds are presented. Their synthesis via 6-oxazinanones   was low yielding. Alternatively, reductive cleavage of a   5-oxazolidinone gave the N-methyl α-amino acid, which   was then homologated via an Arndt–Eistert procedure in high yield   to give the N-methyl β-amino acid.

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