HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Phenylalanine → N-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Phenylalanine | HCID 6140 | — |
| Reactant | N-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamide | HCID 11298025 | — |
| Reactant | 5-Benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester | HCID 13883773 | — |
| Product | N-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanine | HCID 92472 | — |
Reaction Steps
5-benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester can be prepared by condensating N-formyl-L-aspartic acid anhydride with L-phenylalanine to form N-formyl-α-L-aspartyl-L-phenylalanine, de-formylating and diesterifying the N-formyl-α-L-aspartyl-L-phenylalanine in methanol in the presence of an acid to produce α-L-aspartyl-L-phenylalanine dimethyl ester, and treating said diester, for example, in a mixed solvent of water and methanol under neutral or weakly alkaline conditions;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04780561 |
| Source dataset | uspto-grants-1988_10 |
| ORD ID | ord-e92b752d32164dcaa3f159629164949c |
| Source note | uspto-grants-1988_10 |