Ethanolamine → 3-Benzyloxy-1-carboxymethyl-3-hydroxy-2-methylpyrid-4-one

Participants

Reaction Steps

3-Benzyloxy-2-methyl-4-pyrone, prepared as described under Example 10, is reacted with glycine under substantially similar conditions to those described under Example 11 for reaction with 2-hydroxyethylamine to give 3-benzyloxy-1-carboxymethyl-3-hydroxy-2-methylpyrid-4-one, which is deprotected using the procedure described under Example 11 to give 1-carboxymethyl-3-hydroxy-2-methylpyrid-4-one as white crystals, m.p >230° C.; νmax (nujol) 1625, 1645 cm-1 ; δ(d6DMSO) 1.9 (s, 3H), 4.3 (s, 2H), 5.9 (d, 1H), 7.35 (d, 1H).

Provenance & Evidence