Selective esterification and synthesis of L-N-benzylaspartic acid from L-aspartic acid are described. L-Aspartic acid was transformed into dibenzyl L-asparate p-toluenesulfonate, which was treated with sodium bicarbonate to afford dibenazyl L-asparat...
Selective esterification and synthesis of L-N-benzylaspartic acid from L-aspartic acid are described. L-Aspartic acid was transformed into dibenzyl L-asparate p-toluenesulfonate, which was treated with sodium bicarbonate to afford dibenazyl L-asparate. Formation of Schiff base of dibenayl ester with benzaldehyde and subsequent hydrogenation-dehydrogenation of the Schiff base produced L-N-benaylaspartic acid. L-N-Benaylaspartic adcid was transformed into L-N-benzylaspartic anhydride hydrogen bromide, which was treated with methyl alcohol and benzyl alcohol to afford a-methyl and a-benzyl L-N-benzylaspartate and L-N-benaylaspartic acid was transformed into L-N-benaylaspartic acid copper(Ⅱ) salt, which was treated with N,N,N,N-tetramethylguanidine and benzyl bromide to afford β-benzylaspartate