Optical resolutions of DL-amino acids with hydrophobic side chain by formation of adduct with L-phenylalanine.

Preparation and isolation of 2-methylamino-3-phenylpropanoic acid enantiomers using selective crystallization

“…We reported optical resolution of DL-␣-amino acids with hydrophobic side chain via molecular compound formation with LPhe. 8,9 Therefore, the optical resolution of (RS)-MPP was attempted using L-Phe as a resolving agent. However, only (RS)-MPP was crystallized from an aqueous solution containing (RS)-MPP and L-Phe.…”

“…We 5 reported the optical resolution and asymmetric transformation of (RS)-MPA via salt formation with (1S)-10-camphorsulfonic acid [(S)-CS], which is an extremely strong acid. In addition, ␣-amino acids with hydrophobic side chain [7][8][9] have been reported to form molecular compounds with optically active MAN and phenylalanine (Phe). Based on these facts, we attempted to obtain both (R)-and (S)-MPP by optical resolution of (RS)-MPP without synthetic transformation into its derivatives.…”