HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydride → Enalapril
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydride | HCID 4639425 | — |
| Reactant | N-[1(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine | HCID 5702571 | — |
| Product | Enalapril | HCID 5388962 | 81.8% |
Reaction Steps
In the said patent in the activation reaction of the starting N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine neither the racemization on α-C atom of N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride is specified nor possible side reactions (J. Org. Chem., 32, 11, 1967) are mentioned. In the optimum Example 4 the reaction yield up to enalapril (base) is 87%. The separation of enalapril maleate is carried out with a 81.8% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05789597 |
| Source dataset | uspto-grants-1998_08 |
| ORD ID | ord-0cc61fe8b98743ddb2f59cfe9f8e3d89 |
| Source note | uspto-grants-1998_08 |