HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → 3-Benzyloxy-1-carboxymethyl-3-hydroxy-2-methylpyrid-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Glycine | HCID 750 | — |
| Reactant | 3-Benzyloxy-2-methyl-4-pyrone | HCID 1490119 | — |
| Reactant | 1-acetyl-3-hydroxy-2-methylpyrid-4-one 3-Benzyloxy-2-methyl-4-pyrone | HCID 86741349 | — |
| Product | 3-Benzyloxy-1-carboxymethyl-3-hydroxy-2-methylpyrid-4-one | HCID 57152893 | — |
Reaction Steps
3-Benzyloxy-2-methyl-4-pyrone, prepared as described under (J), is reacted with glycine under substantially similar conditions to those described under (K) 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 (I) to give 1-carboxymethyl-3-hydroxy-2-methylpyrid-4-one as white crystals, m.p. >230° C.; δmax (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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04650793 |
| Source dataset | uspto-grants-1987_03 |
| ORD ID | ord-e73c6f6eaf4745b7b22fb4bb5611577b |
| Source note | uspto-grants-1987_03 |