HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Phenylalanine → L-Aspartyl-L-phenylalanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Phenylalanine | HCID 6140 | — |
| Reactant | L-Phenylalanine, methyl ester | HCID 736234 | — |
| Reactant | N-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamide | HCID 11298025 | — |
| Reactant | (3S)-3-Aminodihydro-2,5-furandione | HCID 11469168 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | L-Aspartyl-L-phenylalanine | HCID 93078 | — |
Reaction Steps
In known methods for producing α-AMP, an N-protected-L-aspartic anhydride is reacted with L-phenylalanine methyl ester in an organic solvent, and then the protecting group is eliminated by a conventional method (U.S. Pat. No. 3,786,039); and addition salt of L-aspartic anhydride with a strong acid is directly reacted with L-phenylalanine methyl ester (Japanese Patent Publication No. 14,217/74); or L-phenylalanine is reacted with N-formyl-L-aspartic anhydride in glacial acetic acid, and the formyl group is eliminated from the product to give α-L-aspartyl-L-phenylalanine (hereinafter referred to as α-AP), which is then esterified with methanol (U.S. Pat. No. 3,933,781).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05225587 |
| Source dataset | uspto-grants-1993_07 |
| ORD ID | ord-e7bb6247805f4ae2b3c50dee4fe9f06e |
| Source note | uspto-grants-1993_07 |