(3R)-3-amino-3-phenylpropanoic acid → (R)-Ethyl 3-amino-3-phenylpropanoate

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Reaction Steps

In this example, 0.32 ml of the diphenyl-diketo-pyridine-18-crown-6 was coated on polystyrene, and further coated with CH2Cl2, as described in Example 4. The resulting coated ligand-bound solid support was then placed in a column. A 25° C. 3 ml racemic source solution containing 50 mMolar R and S enantiomers of the ethyl ester of β-phenylalanine, 0.01 M HClO4, and 0.5 M LiClO4 was drawn through the column at a 0.012 ml/min flow rate. Next, a 2 ml aqueous solution of 0.5 M LiCO4 and 0.01 M HClO4 was passed through the column to wash out the loading solution remaining in the column. The β-phenylalanine ester loaded on the column was then eluted in 3 ml of deionized water at 25° C. at a flow rate of from 0.01–0.02 ml/min in two 1.5 ml aliquots.

Provenance & Evidence