RESOLUTION OF A RACEMIC ISOLEUCINE MIXTURE BY USING METHYL L-MANDELATE

Rani Maharani, Ace Tatang Hidayat, Dadan Sumiarsa, Achmad Zainuddin, Ika Wiani Hidayat

Abstract


A methyl ester of L-mandelic acid was found to be an effective resolving agent for resolution of commercial DL-isoleucine. The resolution was based on Steglich esterification between methyl L-mandelate and Boc-DL-isoleucine. The two resolved isomers were easily separated by using a conventional flash-column chromatography, giving quantitatively good yields. Unfortunately, the methyl L-mandelate was found to be ineffective to resolve four stereoisomers of Fmoc- isoleucine.

Keywords


Methyl L-mandelate; Boc-DL-isoleucine; Fmoc-isoleucine; Steglich esterification

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DOI: https://doi.org/10.24198/cna.v4.n3.10991

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