(-)-N-[1-(R)-Ethoxycarbonxyl-3-phenylpropyl]-L-alanine → N-[1(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine

Participants

Reaction Steps

According to the same manner as that described in Example 1, the catalytic reduction was carried out to give a reaction solution containing 10% (w/w) of N-(1(R)-ethoxycarbonyl-3-phenylpropyl)-L-alanine, 0.1% (w/w) of N-(1-ethoxycarbonyl-3-cyclohexylpropyl)-L-alanine and 7% (w/w) of N-(1-carboxy-3-phenylpropyl)-L-alanine, based on N-(1(S)-ethoxycarbonyl-3-phenylpropyl)-L-alanine, respectively. The reaction yield was 85%. According to the same manner as that described in Example 1, the crystallization from the reaction solution was carried out to give N-(1(S)-ethoxycarbonyl-3-phenylpropyl)-L-alanine (6.3 g, 23 mmoles). The yield from N-(1(S)-ethoxycarbonyl-3-oxo-3-phenylpropyl)-L-alanine: 75%, HPLC purity: 99.0% (w/w), the content of N-(1(R)-ethoxycarbonyl-3-phenylpropyl)-L-alanine: not detected, the content of N-(1-ethoxycarbonyl-3-cyclohexylpropyl)-L-alanine: 0.1% (w/w), the content of N-(1-carboxy-3-phenylpropyl)-L-alanine: 0.1% (w/w), residue on ignition: 0.1% (w/w).

Provenance & Evidence